WO1999030576A1 - Compositions de boissons comprenant un edulcorant presentant un tres fort pouvoir sucrant - Google Patents
Compositions de boissons comprenant un edulcorant presentant un tres fort pouvoir sucrant Download PDFInfo
- Publication number
- WO1999030576A1 WO1999030576A1 PCT/US1998/026865 US9826865W WO9930576A1 WO 1999030576 A1 WO1999030576 A1 WO 1999030576A1 US 9826865 W US9826865 W US 9826865W WO 9930576 A1 WO9930576 A1 WO 9930576A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- ppm
- phenylalanine
- aspartyl
- dimethylbutyl
- methyl ester
- Prior art date
Links
- 235000013361 beverage Nutrition 0.000 title claims abstract description 102
- 239000000203 mixture Substances 0.000 title claims description 194
- 235000003599 food sweetener Nutrition 0.000 title abstract description 140
- 239000003765 sweetening agent Substances 0.000 title abstract description 140
- 235000010357 aspartame Nutrition 0.000 claims description 137
- 235000011389 fruit/vegetable juice Nutrition 0.000 claims description 124
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 claims description 81
- 108010011485 Aspartame Proteins 0.000 claims description 79
- 239000000605 aspartame Substances 0.000 claims description 79
- 229960003438 aspartame Drugs 0.000 claims description 79
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 68
- 229930006000 Sucrose Natural products 0.000 claims description 68
- 239000005720 sucrose Substances 0.000 claims description 68
- 235000019204 saccharin Nutrition 0.000 claims description 65
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 claims description 65
- 229940081974 saccharin Drugs 0.000 claims description 65
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 claims description 65
- 229960005190 phenylalanine Drugs 0.000 claims description 60
- FGOJCPKOOGIRPA-UHFFFAOYSA-N 1-o-tert-butyl 4-o-ethyl 5-oxoazepane-1,4-dicarboxylate Chemical compound CCOC(=O)C1CCN(C(=O)OC(C)(C)C)CCC1=O FGOJCPKOOGIRPA-UHFFFAOYSA-N 0.000 claims description 49
- 235000012545 Vaccinium macrocarpon Nutrition 0.000 claims description 48
- 235000002118 Vaccinium oxycoccus Nutrition 0.000 claims description 48
- 235000004634 cranberry Nutrition 0.000 claims description 48
- 235000012174 carbonated soft drink Nutrition 0.000 claims description 38
- 235000014214 soft drink Nutrition 0.000 claims description 37
- ITVGXXMINPYUHD-CUVHLRMHSA-N neohesperidin dihydrochalcone Chemical compound C1=C(O)C(OC)=CC=C1CCC(=O)C(C(=C1)O)=C(O)C=C1O[C@H]1[C@H](O[C@H]2[C@@H]([C@H](O)[C@@H](O)[C@H](C)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 ITVGXXMINPYUHD-CUVHLRMHSA-N 0.000 claims description 33
- 239000001329 FEMA 3811 Substances 0.000 claims description 29
- 229940089953 neohesperidin dihydrochalcone Drugs 0.000 claims description 29
- 235000010434 neohesperidine DC Nutrition 0.000 claims description 29
- 235000013944 peach juice Nutrition 0.000 claims description 24
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 22
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 22
- HCAJEUSONLESMK-UHFFFAOYSA-N cyclohexylsulfamic acid Chemical class OS(=O)(=O)NC1CCCCC1 HCAJEUSONLESMK-UHFFFAOYSA-N 0.000 claims description 22
- 235000021578 orange juice drink Nutrition 0.000 claims description 21
- 240000001717 Vaccinium macrocarpon Species 0.000 claims description 20
- 235000005979 Citrus limon Nutrition 0.000 claims description 17
- 244000131522 Citrus pyriformis Species 0.000 claims description 17
- 235000013353 coffee beverage Nutrition 0.000 claims description 17
- 235000015122 lemonade Nutrition 0.000 claims description 17
- 235000013616 tea Nutrition 0.000 claims description 17
- 240000007154 Coffea arabica Species 0.000 claims description 16
- 235000016213 coffee Nutrition 0.000 claims description 16
- 239000008121 dextrose Substances 0.000 claims description 16
- 235000019534 high fructose corn syrup Nutrition 0.000 claims description 16
- 239000008123 high-intensity sweetener Substances 0.000 claims description 16
- 235000013615 non-nutritive sweetener Nutrition 0.000 claims description 16
- 235000020357 syrup Nutrition 0.000 claims description 16
- 239000006188 syrup Substances 0.000 claims description 16
- 239000000892 thaumatin Substances 0.000 claims description 16
- 235000010436 thaumatin Nutrition 0.000 claims description 16
- 244000228088 Cola acuminata Species 0.000 claims description 15
- 235000020335 flavoured tea Nutrition 0.000 claims description 15
- 235000011496 sports drink Nutrition 0.000 claims description 15
- 235000019223 lemon-lime Nutrition 0.000 claims description 14
- 239000003643 water by type Substances 0.000 claims description 14
- 235000021096 natural sweeteners Nutrition 0.000 claims description 13
- 235000015205 orange juice Nutrition 0.000 claims description 13
- -1 polyol sugar alcohols Chemical class 0.000 claims description 13
- 235000008733 Citrus aurantifolia Nutrition 0.000 claims description 10
- 235000011941 Tilia x europaea Nutrition 0.000 claims description 10
- 235000013399 edible fruits Nutrition 0.000 claims description 10
- 240000000560 Citrus x paradisi Species 0.000 claims description 9
- NUFKRGBSZPCGQB-FLBSXDLDSA-N (3s)-3-amino-4-oxo-4-[[(2r)-1-oxo-1-[(2,2,4,4-tetramethylthietan-3-yl)amino]propan-2-yl]amino]butanoic acid;pentahydrate Chemical compound O.O.O.O.O.OC(=O)C[C@H](N)C(=O)N[C@H](C)C(=O)NC1C(C)(C)SC1(C)C.OC(=O)C[C@H](N)C(=O)N[C@H](C)C(=O)NC1C(C)(C)SC1(C)C NUFKRGBSZPCGQB-FLBSXDLDSA-N 0.000 claims description 7
- 239000004377 Alitame Substances 0.000 claims description 7
- 239000004376 Sucralose Substances 0.000 claims description 7
- 235000019409 alitame Nutrition 0.000 claims description 7
- 108010009985 alitame Proteins 0.000 claims description 7
- 235000008504 concentrate Nutrition 0.000 claims description 7
- 239000012141 concentrate Substances 0.000 claims description 7
- 235000019408 sucralose Nutrition 0.000 claims description 7
- BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 claims description 7
- 229930091371 Fructose Natural products 0.000 claims description 6
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 6
- 239000005715 Fructose Substances 0.000 claims description 6
- 240000008042 Zea mays Species 0.000 claims description 6
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 6
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 6
- YGCFIWIQZPHFLU-UHFFFAOYSA-N acesulfame Chemical class CC1=CC(=O)NS(=O)(=O)O1 YGCFIWIQZPHFLU-UHFFFAOYSA-N 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 235000005822 corn Nutrition 0.000 claims description 6
- 239000008103 glucose Substances 0.000 claims description 6
- 235000019410 glycyrrhizin Nutrition 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 6
- 229960004903 invert sugar Drugs 0.000 claims description 6
- 235000014058 juice drink Nutrition 0.000 claims description 6
- 229920005862 polyol Polymers 0.000 claims description 6
- HELXLJCILKEWJH-NCGAPWICSA-N rebaudioside A Chemical class O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HELXLJCILKEWJH-NCGAPWICSA-N 0.000 claims description 6
- VFGLRVWAOAFUGZ-UHFFFAOYSA-N 2,3-dihydroxy-1,3-diphenylprop-2-en-1-one Chemical compound C=1C=CC=CC=1C(=O)C(O)=C(O)C1=CC=CC=C1 VFGLRVWAOAFUGZ-UHFFFAOYSA-N 0.000 claims description 5
- ARGKVCXINMKCAZ-UZRWAPQLSA-N neohesperidin Chemical compound C1=C(O)C(OC)=CC=C1[C@H]1OC2=CC(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O[C@H]3[C@@H]([C@H](O)[C@@H](O)[C@H](C)O3)O)=CC(O)=C2C(=O)C1 ARGKVCXINMKCAZ-UZRWAPQLSA-N 0.000 claims description 5
- ARGKVCXINMKCAZ-UHFFFAOYSA-N neohesperidine Natural products C1=C(O)C(OC)=CC=C1C1OC2=CC(OC3C(C(O)C(O)C(CO)O3)OC3C(C(O)C(O)C(C)O3)O)=CC(O)=C2C(=O)C1 ARGKVCXINMKCAZ-UHFFFAOYSA-N 0.000 claims description 5
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-Phenylalanine Natural products OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 claims description 4
- 238000004806 packaging method and process Methods 0.000 claims description 4
- 235000014101 wine Nutrition 0.000 claims description 4
- 235000013405 beer Nutrition 0.000 claims description 3
- 235000021554 flavoured beverage Nutrition 0.000 claims description 3
- 235000015203 fruit juice Nutrition 0.000 claims description 3
- 241000207199 Citrus Species 0.000 claims description 2
- 235000016795 Cola Nutrition 0.000 claims description 2
- 235000011824 Cola pachycarpa Nutrition 0.000 claims description 2
- 235000012098 RTD tea Nutrition 0.000 claims description 2
- 235000013334 alcoholic beverage Nutrition 0.000 claims description 2
- 235000013339 cereals Nutrition 0.000 claims description 2
- 235000019987 cider Nutrition 0.000 claims description 2
- 235000020971 citrus fruits Nutrition 0.000 claims description 2
- 239000006071 cream Substances 0.000 claims description 2
- 235000014666 liquid concentrate Nutrition 0.000 claims description 2
- 235000021572 root beer Nutrition 0.000 claims description 2
- GXCLVBGFBYZDAG-UHFFFAOYSA-N N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine Chemical compound CN(CCC1=CNC2=C1C=CC=C2)CC=C GXCLVBGFBYZDAG-UHFFFAOYSA-N 0.000 claims 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims 1
- 244000269722 Thea sinensis Species 0.000 claims 1
- 235000015897 energy drink Nutrition 0.000 claims 1
- 235000015270 fruit-flavoured drink Nutrition 0.000 claims 1
- 235000015092 herbal tea Nutrition 0.000 claims 1
- 235000021579 juice concentrates Nutrition 0.000 claims 1
- 235000015040 sparkling wine Nutrition 0.000 claims 1
- 235000015192 vegetable juice Nutrition 0.000 claims 1
- HLIAVLHNDJUHFG-HOTGVXAUSA-N neotame Chemical compound CC(C)(C)CCN[C@@H](CC(O)=O)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 HLIAVLHNDJUHFG-HOTGVXAUSA-N 0.000 abstract description 357
- 235000019640 taste Nutrition 0.000 abstract description 8
- WBZFUFAFFUEMEI-UHFFFAOYSA-M Acesulfame k Chemical compound [K+].CC1=CC(=O)[N-]S(=O)(=O)O1 WBZFUFAFFUEMEI-UHFFFAOYSA-M 0.000 description 67
- 235000010358 acesulfame potassium Nutrition 0.000 description 67
- 239000000619 acesulfame-K Substances 0.000 description 67
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 38
- 244000291414 Vaccinium oxycoccus Species 0.000 description 28
- 239000000470 constituent Substances 0.000 description 20
- 238000009472 formulation Methods 0.000 description 20
- 238000002156 mixing Methods 0.000 description 19
- 239000004615 ingredient Substances 0.000 description 17
- 229940109275 cyclamate Drugs 0.000 description 15
- 239000000796 flavoring agent Substances 0.000 description 13
- 235000019634 flavors Nutrition 0.000 description 13
- ILRKKHJEINIICQ-OOFFSTKBSA-N Monoammonium glycyrrhizinate Chemical compound N.O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@H]1CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@](C)(CC[C@@]5(CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C)C)C(O)=O)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O ILRKKHJEINIICQ-OOFFSTKBSA-N 0.000 description 12
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 241001122767 Theaceae Species 0.000 description 8
- 235000021558 10% juice Nutrition 0.000 description 7
- 235000019658 bitter taste Nutrition 0.000 description 7
- 239000004384 Neotame Substances 0.000 description 5
- 235000019412 neotame Nutrition 0.000 description 5
- 108010070257 neotame Proteins 0.000 description 5
- HDSBZMRLPLPFLQ-UHFFFAOYSA-N Propylene glycol alginate Chemical compound OC1C(O)C(OC)OC(C(O)=O)C1OC1C(O)C(O)C(C)C(C(=O)OCC(C)O)O1 HDSBZMRLPLPFLQ-UHFFFAOYSA-N 0.000 description 4
- 150000001720 carbohydrates Chemical class 0.000 description 4
- 235000014633 carbohydrates Nutrition 0.000 description 4
- 235000015165 citric acid Nutrition 0.000 description 4
- 235000009508 confectionery Nutrition 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 4
- 235000019982 sodium hexametaphosphate Nutrition 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 235000019647 acidic taste Nutrition 0.000 description 3
- 239000011874 heated mixture Substances 0.000 description 3
- 235000019533 nutritive sweetener Nutrition 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 229960004793 sucrose Drugs 0.000 description 3
- 235000019605 sweet taste sensations Nutrition 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 2
- 235000020341 brewed tea Nutrition 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 235000012055 fruits and vegetables Nutrition 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000001508 potassium citrate Substances 0.000 description 2
- 229960002635 potassium citrate Drugs 0.000 description 2
- QEEAPRPFLLJWCF-UHFFFAOYSA-K potassium citrate (anhydrous) Chemical compound [K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QEEAPRPFLLJWCF-UHFFFAOYSA-K 0.000 description 2
- 235000011082 potassium citrates Nutrition 0.000 description 2
- 230000003389 potentiating effect Effects 0.000 description 2
- 238000004321 preservation Methods 0.000 description 2
- 239000000770 propane-1,2-diol alginate Substances 0.000 description 2
- 235000010409 propane-1,2-diol alginate Nutrition 0.000 description 2
- 235000000346 sugar Nutrition 0.000 description 2
- 150000008163 sugars Chemical class 0.000 description 2
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- 235000008491 100% juice Nutrition 0.000 description 1
- 108010016626 Dipeptides Proteins 0.000 description 1
- 125000000570 L-alpha-aspartyl group Chemical group [H]OC(=O)C([H])([H])[C@]([H])(N([H])[H])C(*)=O 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 229940024606 amino acid Drugs 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 235000019606 astringent taste Nutrition 0.000 description 1
- 239000004067 bulking agent Substances 0.000 description 1
- 235000020965 cold beverage Nutrition 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 235000015038 fortified wine Nutrition 0.000 description 1
- 239000008369 fruit flavor Substances 0.000 description 1
- 235000015201 grapefruit juice Nutrition 0.000 description 1
- 235000012171 hot beverage Nutrition 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 235000021577 malt beverage Nutrition 0.000 description 1
- 229910052751 metal Chemical class 0.000 description 1
- 239000002184 metal Chemical class 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 238000009928 pasteurization Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical class O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 235000020354 squash Nutrition 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
- A23L2/52—Adding ingredients
- A23L2/60—Sweeteners
Definitions
- This invention relates to the use of the sweetener, N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester (neotame), in beverage compositions, particularly those beverages having reduced calorie contribution from sugars.
- sweeteners and blends of sweeteners, have been suggested for use in beverages, for example acesulfame-K, sucralose, and alitame.
- these sweeteners have significant potency as compared to sucrose or high fructose corn syrup, taste and other concerns have kept such sweeteners from being successfully and broadly used in beverages.
- N-alkylated aspartame derivative N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine methyl ester
- N-alkylated aspartame derivative N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine methyl ester
- Its sweetening potency on a weight basis, is at least 40 times that of aspartame and about 8,000 times that of sucrose.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester is a highly potent sweetener. It would be advantageous to be able to utilize its potency in beverage compositions. Such use is not described or suggested by the prior art.
- This invention relates to a beverage composition
- a beverage composition comprising N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester in an amount effective to sweeten the beverage composition.
- the beverage compositions of this invention include, without limitation, fruit and vegetable juices, carbonated soft drinks, powdered soft drink mixes, coffee and teas, dry mix coffee and teas, sweetened and flavored waters, sport/energy/health drinks, and hot-packed beverages.
- This invention is related to beverages sweetened by the addition of the sweetener, N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1 -methyl ester.
- This sweetener has been found to have the desired combination of extremely high potency compared to sucrose while having a clean, sweet taste like that of sucrose in beverages. If this sweetener is replacing all of the sweetness conventionally found in the beverage, the amount will range from about 2 to about 150 parts per million (ppm). More preferably, the amounts will range from about 10 to about 50 parts per million.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester sweetener described herein may be blended with one or more other sweeteners in such beverage uses. These sweeteners may be high intensity sweeteners or conventional caloric sweeteners.
- Such high intensity sweeteners may include, but are not limited to aspartame, acesulfame salts, e.g., acesulfame-K, sucralose, saccharin, alitame, cyclamates, stevia derivatives, thaumatin, glycyrrhizins, (e.g., mono-, di- and tri-ammoniated forms) or neohesperidin dihydroxychalcone.
- Such caloric sweeteners may include but are not limited to sucrose (in liquid or granular form), high fructose corn syrup, invert sugar, dextrose, glucose, crystalline fructose, high conversion corn syrup, and polyol sugar alcohols. Such additional sweeteners would reduce the level of N-[N-(3,3-dimethylbutyl)- L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester required for such an application.
- Any desired packaging can be used with the N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl]-L-phenylalanine methyl ester.
- the extremely high potency of the sweetener results in great flexibility in packaging.
- neotame may be used in the beverages of this invention.
- salts and metal complexes of neotame may be used, such as disclosed in U.S. Patent Application No. 09/146,963, U.S. Patent Application No. 09/146,964, U.S. Patent Application No. 09/148,134, U.S. Patent Application No. 09/146,965, all filed September 4, 1998, and all of which are incorporated by reference herein.
- Other exemplary forms of neotame that may be useful in this invention include cyclodextrin/neotame complexes such as disclosed in U.S. Provisional Patent Application No. 60/100,867 and cocrystallized neotame disclosed in U.S. Patent Application No. 09/154,568, both filed September 17, 1998, and the disclosure of both of which are incorporated by reference herein.
- the amount of N-[N-(3,3-dimethylbutyl)-L- -aspartyl]-L- phenylalanine 1-methyl ester employed will be dependent on the particular application.
- the desired ranges of N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester may vary due to the pH, titratable acidity, acid type (e.g., citric, phosphoric, and the like), buffer systems, salt content, flavors, carbonation level, serving temperature, and ratio of all of the above components within the product.
- the objective in determining the exact amount of usage for a particular beverage is guided by the flavor profile desired in view of beverages conventionally sweetened with sucrose, high fructose corn syrup, or high intensity sweeteners such as aspartame.
- the amount of sweetener added to a beverage will be selected on the basis of the characteristics of the beverage to be sweetened.
- the form of the product also affects the sweetening level.
- a powdered soft drink or other concentrates which require reconstitution are subject to variability in usage level by the consumer who buys a canister and measures for addition to water. Therefore, there are many ways to select a targeted usage level.
- a target of an 8 fluid oz. serving size could range from a one gram scoop, to a two gram scoop or even to a 10 to 12 gram scoop (commonly the size of a sugared beverage scoop) by selection of the bulking agent used with the sweetener.
- Examples of the beverages which may be successfully sweetened using N-[N- (3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine methyl ester include, but are not limited to:
- carbonated soft drinks including cola, lemon-lime, root beer, heavy citrus, fruit flavored, cream sodas, and carbonated flavored waters
- teas including dry mix products as well as ready-to-drink teas (herbal and tea-leaf based)
- sweetened and flavored waters sport/energy/health drinks — alcoholic beverages plus alcohol-free and other low-alcohol products including beer and malt beverages, cider, and wines (still, sparkling, fortified wines and wine coolers)
- One preferred embodiment of the invention is directed to a carbonated soft drink comprising N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1 -methyl ester in an amount effective to sweeten the drink.
- Another embodiment of the invention is directed to a carbonated soft drink comprising N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with a natural or high intensity sweetener in a combined amount effective to sweeten the drink.
- Yet another preferred embodiment of the invention is directed to a powdered or dry drink mix comprising N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester in an amount effective to sweeten a beverage prepared or reconstituted from the powdered or dry mix.
- the term "reconstituted” includes the preparation of a beverage from the powdered or dry drink mixes of this invention.
- Another embodiment of this invention is directed to powdered or dry drink mixes comprising N-[N-(3,3-dimethylbutyl)- L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with a natural or high intensity sweetener in a combined amount effective to sweeten a beverage prepared from the powdered or dry drink mix.
- Another preferred embodiment of this invention includes a juice beverage comprising N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester in an amount effective to sweeten the juice beverage.
- the invention also includes juice beverages that are sweetened with a blend of N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine and a natural or high intensity sweetener.
- Still yet another preferred embodiment of this invention is directed to hot packed beverages comprising N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester in an amount effective to sweeten the beverage.
- This invention also includes hot packed beverages that comprise N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester blended with a natural or high intensity sweetener in a combined amount effective to sweeten the beverage.
- Other preferred embodiments of this invention include sports drinks, sweetened waters, flavored waters, sweetened carbonated waters and flavored carbonated waters.
- a Cola Syrup was made by combining and mixing all of the ingredients, except water.
- the resulting syrup was combined (1 part of syrup with 5 parts of carbonated water) into glass bottles and capped.
- the bottle contents were gently mixed by inverting and swirling the container forming the Cola Carbonated Soft Drink of Example 1.
- N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester were prepared.
- N- [N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine methyl ester can be used to sweeten Cola generally in an amount between about 5 ppm to about 100 ppm, more preferably between about 10 ppm to about 50 ppm, and most preferably between 15 ppm to about 35 ppm.
- Examples 2-6 Cola Sweetened with N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester blended with other sweeteners.
- Cola was prepared in a manner substantially similar to Example 1 , with the exception that Examples 2-6 were sweetened with N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with another sweetener, i.e., either aspartame (APM), acesulfame-K (Ace-K), saccharin, sucrose, or high fructose corn syrup.
- API aspartame
- Ace-K acesulfame-K
- saccharin sucrose
- sucrose or high fructose corn syrup.
- Example 2 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM.
- compositions having different concentrations of N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and APM were prepared.
- a low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine methyl ester blended with APM is from about 4 ppm to about 80 ppm N-[N-(3,3-dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1- methyl ester and from about 30 ppm to about 800 ppm APM.
- the preferred range is from about 4 ppm to about 50 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester and from about 60 ppm to about 650 ppm APM.
- the most preferred range is from about 6 ppm to about 35 ppm N- [N-(3,3-dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1-methyl ester and from about 120 ppm to about 300 ppm APM.
- Example 3 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Ace-K.
- compositions having different concentrations of N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and Ace-K were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl]-L-phenylalanine 1-methyl ester blended with Ace-K is from about 4 ppm to about 80 ppm N-[N-(3, 3 -dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 30 ppm to about 900 ppm Ace-K.
- the preferred range is from about 4 ppm to about 50 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester and from about 50 ppm to about 650 ppm Ace-K.
- the most preferred range is from about 6 ppm to about 35 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 120 ppm to about 300 ppm Ace-K.
- Example 4 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Saccharin.
- compositions having different concentrations of N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and saccharin were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester blended with saccharin is from about 4 ppm to about 80 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1 -methyl ester and from about 10 ppm to about 1,200 ppm saccharin.
- the preferred range is from about 4 ppm to about 50 ppm N-[N-(3,3-dimethylbutyl)- L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 50 ppm to about 800 ppm saccharin.
- the most preferred range is from about 6 ppm to about 35 ppm N-[N-(3,3-dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1-methyl ester and from about 100 ppm to about 250 ppm saccharin.
- Example 5 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Sucrose.
- Various Cola compositions having different concentrations of N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and sucrose were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl]-L-phenylalanine 1-methyl ester blended with sucrose is from about 4 ppm to about 100 ppm N-[N-(3,3-dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1-methyl ester and from about 2% (w/w) to about 40% (w/w) sucrose.
- the preferred range is from about 5 ppm to about 50 ppm N-[N-(3,3-dimethylbutyl)- L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 2% (w/w) to about 35% (w/w) sucrose.
- the most preferred range is from about 5 ppm to about 35 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 4% (w/w) to about 25% sucrose.
- Example 6 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with High Fructose Corn Syrup.
- Various Cola compositions having different concentrations of N-[N-(3,3- dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1-methyl ester and high fructose corn syrup were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester blended with high fructose corn syrup is from about 4 ppm to about 100 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 2% (w/w) to about 40%) (w/w) high fructose corn syrup.
- the preferred range is from about 5 ppm to about 50 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 2% (w/w) to about 35% > (w/w) high fructose corn syrup.
- the most preferred range is from about 5 ppm to about 35 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 4%> (w/w) to about 25% high fructose corn syrup.
- Example 7 Lemon-Lime Carbonated Soft Drink Sweetened with N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester.
- the constituents used to formulate the Lemon-Lime Carbonated Soft Drink of Example 7 are shown below in Table 2.
- a Lemon-Lime Syrup was made by combining and mixing all of the ingredients, except water.
- the resulting syrup was combined (1 part of syrup with 5 parts of carbonated water) into glass bottles and capped.
- the bottle contents were gently mixed by inverting and swirling the container forming the Lemon-Lime Carbonated Soft Drink of Example 7.
- Various Lemon-Lime carbonated soft drink compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester were prepared.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester can be used to sweeten Lemon-Lime carbonated soft drink generally in an amount between about 5 ppm to about 100 ppm, more preferably between about 10 ppm to about 50 ppm, and most preferably between 15 ppm to about 35 ppm.
- Examples 8-10 Lemon-Lime Carbonated Soft Drink Sweetened with N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with other sweeteners.
- Lemon-Lime carbonated soft drink was prepared in a manner substantially similar to Example 7, with the exception that Examples 8-10 were sweetened with N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with another sweetener, i.e., either aspartame (APM), acesulfame-K (Ace-K), or saccharin.
- APM aspartame
- Ace-K acesulfame-K
- saccharin saccharin
- Example 8 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM.
- Various Lemon-Lime carbonated soft drink compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester and APM were prepared.
- a low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM is from about 4 ppm to about 80 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 30 ppm to about 800 ppm APM.
- the preferred range is from about 4 ppm to about 50 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 50 ppm to about 650 ppm APM.
- the most preferred range is from about 6 ppm to about 35 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 120 ppm to about 300 ppm APM.
- Example 9 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Ace-K.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Ace-K is from about 4 ppm to about 80 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 30 ppm to about 900 ppm Ace-K.
- the preferred range is from about 4 ppm to about 50 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 50 ppm to about 650 ppm Ace-K.
- the most preferred range is from about 6 ppm to about 35 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester and about from about 120 ppm to about 300 ppm Ace-K.
- Example 10 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Saccharin.
- Lemon-Lime carbonated soft drink compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester and saccharin were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1-methyl ester blended with saccharin is from about 4 ppm to about 80 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 10 ppm to about 1,200 ppm saccharin.
- the preferred range is from about 4 ppm to about 50 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 50 ppm to about 800 ppm saccharin.
- Root Beer Carbonated Soft Drink Sweetened with N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester.
- the constituents used to formulate the Root Beer Carbonated Soft Drink of Example 11 are shown below in Table 3.
- Root Beer Syrup was made by combining and mixing all of the ingredients, except water.
- the resulting syrup was combined (1 part of syrup with 5 parts of carbonated water) into glass bottles and capped.
- the bottle contents were gently mixed by inverting and swirling the container forming the Root Beer Carbonated Soft Drink of Example 11.
- Root Beer carbonated soft drink compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester were prepared.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester can be used to sweeten Root Beer carbonated soft drink generally in an amount between about 5 ppm to about 100 ppm, more preferably between about 10 ppm to about 50 ppm, and most preferably between 15 ppm to about 35 ppm.
- Examples 12-14 Root Beer Carbonated Soft Drink Sweetened with N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with other sweeteners.
- Root Beer carbonated soft drink was prepared in a manner substantially similar to Example 11, with the exception that Examples 12-14 were sweetened with N- [N-(3,3-dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1-methyl ester blended with another sweetener, i.e., either aspartame (APM), acesulfame-K (Ace-K), or saccharin.
- APM aspartame
- Ace-K acesulfame-K
- saccharin saccharin
- Example 12 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM.
- Root Beer carbonated soft drink compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester and APM were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM is from about 4 ppm to about 80 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 30 ppm to about 800 ppm APM.
- the preferred range is from about 4 ppm to about 50 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 50 ppm to about 650 ppm APM.
- the most preferred range is from about 6 ppm to about 35 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 120 ppm to about 300 ppm APM.
- Example 13 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Ace-K.
- Root Beer carbonated soft drink compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester and Ace-K were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Ace-K is from about 4 ppm to about 80 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 20 ppm to about 900 ppm Ace-K.
- the preferred range is from about 4 ppm to about 50 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 50 ppm to about 650 ppm Ace-K.
- the most preferred range is from about 6 ppm to about 35 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester and from about 120 to about 300 ppm Ace-K.
- Example 14 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Saccharin.
- Root Beer carbonated soft drink compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester and saccharin were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with saccharin is from about 4 ppm to about 80 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 10 ppm to about 1 ,200 ppm saccharin.
- the preferred range is from about 4 ppm to about 50 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 50 ppm to about 800 ppm saccharin.
- the most preferred range is from about 6 ppm to about 35 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester and from about 100 ppm to about 250 ppm saccharin.
- Example 15 Flavored Carbonated Water Sweetened with N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester.
- the constituents used to formulate the Flavored Carbonated Water of Example 15 are shown below in Table 4. Table 4
- the Flavored Carbonated Water of Example 15 was made by combining the ingredients and adding the resulting Flavored Carbonated Water to glass bottles. The bottle contents were mixed by gently inverting and swirling the container.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester were prepared.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester can be used to sweeten Flavored Carbonated Water generally in an amount between about 5 ppm to about 50 ppm, more preferably between about 5 ppm to about 30 ppm, and most preferably between 5 ppm to about 15 ppm.
- Example 16 Lemonade Powdered Soft Drink Concentrate Sweetened with N- [N-(3 ,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1 -methyl ester.
- the constituents used to formulate the Lemonade Powdered Soft Drink Mix of Example 16 are shown below in Table 5. Table 5
- Example 16 The Lemonade Powdered Soft Drink Mix of Example 16 was made by adding the citric acid to a jar with a screw top lid. The N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester then was added to the jar. The lid was screwed on tightly and the jar was shaken to dry blend the two ingredients. The remaining dry ingredients were added to the jar and the jar was shaken until the ingredients were mixed thoroughly. The resulting powder was packaged and stored in foil laminate pouches.
- the lemonade can be reconstituted by mixing the approximately 6 grams of mix with 960 grams of water. The resulting mixture was stirred thoroughly until all dry mix was completely dissolved and refrigerated.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester were prepared.
- N-[N-(3,3-dimethylbutyl)-L- -aspartyl]-L- phenylalanine 1-methyl ester can be used to sweeten Lemonade Powdered Soft Drink Mix generally in an amount between about 8 ppm to about 20 ppm, more preferably between about 9 ppm to about 18 ppm, and most preferably between 13 ppm to about 18 ppm in the reconstituted drink.
- N-[N-(3,3-dimethylbutyl)- L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester can be used to sweeten Lemonade Powdered Soft Drink Mix generally in an amount between about 1,455 ppm to about 3,636 ppm, more preferably between about 1,636 ppm to about 3,273 ppm, and most preferably between 2,363 ppm to about 3,272 ppm in the non- reconstituted drink mix.
- Examples 17-22 Lemonade Powdered Soft Drink Mix Sweetened with N-[N- (3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with other sweeteners.
- Lemonade Powdered Soft Drink Mix was prepared in a manner substantially similar to Example 16, with the exception that Examples 17-22 were sweetened with N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with another sweetener, i.e., either aspartame (APM), acesulfame-K
- Example 17 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM is from about 0.2 ppm to about 20 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 50 ppm to about 800 ppm APM in the reconstituted drink.
- the preferred range is from about 1 ppm to about 18 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 70 ppm to about 700 ppm APM in the reconstituted drink.
- the most preferred range is from about 8 ppm to about 14 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 100 ppm to about 320 ppm APM in the reconstituted drink.
- Example 18 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Ace-K.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Ace-K is from about 0.2 ppm to about 20 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 10 ppm to about 480 ppm Ace-K in the reconstituted drink.
- the preferred range is from about 1.75 ppm to about 17.5 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester and from about 25 ppm to about 360 ppm Ace-K in the reconstituted drink.
- the most preferred range is from about 8 ppm to about 14 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 40 ppm to about 280 ppm Ace-K in the reconstituted drink.
- Example 19 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Saccharin.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with saccharin is from about 0.8 ppm to about 20 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 15.5 ppm to about 400 ppm saccharin in the reconstituted drink.
- the preferred range is from about 1 ppm to about 16 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester and from about 10 ppm to about 270 ppm saccharin in the reconstituted drink.
- the most preferred range is from about 6 ppm to about 15 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 20 ppm to about 175 ppm saccharin in the reconstituted drink.
- Example 20 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Sucrose.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with sucrose is from about 0.2 ppm to about 20 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 0.25%) (w/w) to about 16% (w/w) sucrose in the reconstituted drink.
- the preferred range is from about 0.5 ppm to about 18 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 1.5% (w/w) to about 14% (w/w) sucrose in the reconstituted drink.
- the most preferred range is from about 1 ppm to about 14 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 3%> (w/w) to about 12% (w/w) sucrose in the reconstituted drink.
- Example 21 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Cyclamate.
- Various Lemonade Powdered Soft Drink Mix compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester and cyclamate were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with cyclamate is from about 0.2 ppm to about 20 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 80 ppm to about 5,300 ppm cyclamate in the reconstituted drink.
- the preferred range is from about 4 ppm to about 17 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester and from about 100 ppm to about 4,300 ppm cyclamate in the reconstituted drink.
- the most preferred range is from about 10 ppm to about 15 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -asparty ⁇ ]-L- phenylalanine 1-methyl ester and from about 200 ppm to about 1,000 ppm cyclamate in the reconstituted drink.
- Example 22 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with NHDC.
- Various Lemonade Powdered Soft Drink Mix compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester and NHDC were prepared.
- a low Jevel of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with NHDC is from about 7 ppm to about 20 ppm N-[N-(3,3- dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1-methyl ester and from about 0.5 ppm to about 4 ppm NHDC in the reconstituted drink.
- the preferred range is from about 8 ppm to about 20 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 0.6 ppm to about 3 ppm NHDC in the reconstituted drink.
- the most preferred range is from about 12 ppm to about 18 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 1 ppm to about 2 ppm NHDC in the reconstituted drink.
- Example 23 Red Punch Powdered Soft Drink Mix.
- the constituents used to formulate the Red Punch Powdered Soft Drink Mix of Example 23 are shown below in Table 6. Table 6
- the Red Punch Powdered Soft Drink Mix of Example 23 was made by adding the citric acid to a jar with a screw top lid.
- the N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester then was added to the jar.
- the lid was screwed on tightly and the jar was shaken to dry blend the two ingredients.
- the remaining dry ingredients were added to the jar and the jar was shaken until the ingredients were mixed thoroughly.
- the resulting powder was packaged and stored in foil laminate pouches.
- the Red Punch can be reconstituted by mixing approximately 5 grams of mix with 960 grams of water. The resulting mixture was stirred thoroughly until all dry mix was completely dissolved and refrigerated.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester were prepared.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester can be used to sweeten Red Punch Powdered Soft Drink Mix generally in an amount between about 7 ppm to about 20 ppm, more preferably between about 8 ppm to about 18 ppm, and most preferably between 12 ppm to about 15 ppm in the reconstituted drink.
- N-[N-(3,3-dimethylbutyl)- L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester can be used to sweeten Red Punch Powdered Soft Drink Mix generally in an amount between about 1,400 ppm to about 4,000 ppm, more preferably between about 1,600 ppm to about 3,600 ppm, and most preferably between 2,400 ppm to about 3,000 ppm in the non- reconstituted drink mix.
- Examples 24-29 Red Punch Powdered Soft Drink Mix Sweetened with N-[N- (3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with other sweeteners.
- Red Punch Powdered Soft Drink Mix was prepared in a manner substantially similar to Example 23, with the exception that Examples 24-29 were sweetened with N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with another sweetener, i.e., either aspartame (APM), acesulfame-K (Ace-K), saccharin, sucrose, cyclamate, or neohesperidin dihydrochalcone (NHDC).
- APM aspartame
- Ace-K acesulfame-K
- saccharin sucrose, cyclamate, or neohesperidin dihydrochalcone
- Example 24 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM is from about 0.2 ppm to about 20 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 50 ppm to about 800 ppm APM in the reconstituted drink.
- the preferred range is from about 1 ppm to about 18 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 70 ppm to about 600 ppm APM in the reconstituted drink.
- the most preferred range is from about 3 ppm to about 13 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 150 ppm to about 500 ppm APM in the reconstituted drink.
- Example 25 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Ace-K.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Ace-K is from about 0.2 ppm to about 17 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 30 ppm to about 480 ppm Ace-K in the reconstituted drink.
- the preferred range is from about 4 ppm to about 15 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 50 ppm to about 360 ppm Ace-K in the reconstituted drink.
- the most preferred range is from about 8 ppm to about 12 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 70 ppm to about 150 ppm Ace-K in the reconstituted drink.
- Example 26 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Saccharin.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with saccharin is from about 0.2 ppm to about 20 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 6 ppm to about 400 ppm saccharin in the reconstituted drink.
- the preferred range is from about 7.5 ppm to about 16 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]- L-phenylalanine 1-methyl ester and from about 12.5 ppm to about 250 ppm saccharin in the reconstituted drink.
- the most preferred range is from about 9 ppm to about 14 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 20 ppm to about 200 ppm saccharin in the reconstituted drink.
- Example 27 N-[N-(3, 3 -dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester blended with Sucrose.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with sucrose is from about 0.2 ppm to about 17 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 0.25% (w/w) to about 14% (w/w) sucrose in the reconstituted drink.
- the preferred range is from about 1 ppm to about 14 ppm N-[N-(3,3-dimethylbutyl)- L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 1.5% (w/w) to about 11%) (w/w) sucrose in the reconstituted drink.
- the most preferred range is from about 3 ppm to about 11 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 3%> (w/w) to about 9%> (w/w) sucrose in the reconstituted drink.
- Example 28 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Cyclamate.
- Various Red Punch Powdered Soft Drink Mix compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester and cyclamate were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with cyclamate is from about 0.2 ppm to about 17 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 60 ppm to about 4,500 ppm cyclamate in the reconstituted drink.
- the preferred range is from about 4 ppm to about 15 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester and from about 80 ppm to about 3,400 ppm cyclamate in the reconstituted drink.
- the most preferred range is from about 10 ppm to about 14 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 100 ppm to about 2,000 ppm cyclamate in the reconstituted drink.
- Example 29 N-[N-(3,3-dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1-methyl ester blended with NHDC.
- Various Red Punch Powdered Soft Drink Mix compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester and NHDC were prepared.
- a low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with NHDC is from about 7 ppm to about 20 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 0.5 ppm to about 4 ppm NHDC in the reconstituted drink.
- the preferred range is from about 8 ppm to about 18 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 0.6 ppm to about 3 ppm NHDC in the reconstituted drink.
- the most preferred range is from about 12.5 ppm to about 16 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 1 ppm to about 2.5 ppm NHDC in the reconstituted drink.
- Example 30 Lemon Flavored Tea Dry Mix.
- the constituents used to formulate the Lemon Flavored Tea Dry Mix of Example 30 are shown below in Table 7. Table 7
- Example 30 The Lemon Flavored Tea Dry Mix of Example 30 was made by adding the citric acid to ajar with a screw top lid. The N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester then was added to the jar. The lid was screwed on tightly and the jar was shaken to dry blend the two ingredients. The remaining dry ingredients were added to the jar and the jar was shaken until the ingredients were mixed thoroughly.
- the finished tea was prepared by adding 9 grams of the dry mix to 960 grams of water. The resulting mixture was stirred thoroughly until all dry mix was completely dissolved and refrigerated.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester were prepared.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester can be used to sweeten Lemon Flavored Tea Dry Mix generally in an amount between about 7 ppm to about 20 ppm, more preferably between about 8 ppm to about 17.5 ppm, and most preferably between 10 ppm to about 15 ppm in the reconstituted drink.
- N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester can be used to sweeten Lemon Flavored Tea Dry Mix generally in an amount between about 1,400 ppm to about 4,000 ppm, more preferably between about 1,600 ppm to about 3,500 ppm, and most preferably between 2,000 ppm to about 3,000 ppm in the non-reconstituted dry mix.
- Examples 31-35 Lemon Flavored Tea Dry Mix Sweetened with N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester blended with other sweeteners.
- Lemon Flavored Tea Dry Mix was prepared in a manner substantially similar to Example 28, with the exception that Examples 29-33 were sweetened with N- [N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with another sweetener, i.e., either aspartame (APM), acesulfame-K (Ace-K), saccharin, sucrose, cyclamate, or neohesperidin dihydrochalcone (NHDC).
- API aspartame
- Ace-K acesulfame-K
- NHDC neohesperidin dihydrochalcone
- Example 31 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM.
- Lemon Flavored Tea Dry Mix compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and APM were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM is from about 0.6 ppm to about 19 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]- L-phenylalanine 1-methyl ester and from about 40 ppm to about 760 ppm APM in the reconstituted drink.
- the preferred range is from about 1 ppm to about
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Ace-K is from about 0.6 ppm to about 19 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 25 ppm to about 480 ppm Ace-K in the reconstituted drink.
- the preferred range is from about 4 ppm to about 15 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 40 ppm to about 360 ppm Ace-K in the reconstituted drink.
- the most preferred range is from about 7.5 ppm to about 13 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 50 ppm to about 150 ppm Ace-K in the reconstituted drink.
- Example 33 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Saccharin.
- Various Lemon Flavored Tea Dry Mix compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1- methyl ester and saccharin were prepared.
- a low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3, 3 -dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester blended with saccharin is from about 0.6 ppm to about 19 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 12 ppm to about 400 ppm saccharin in the reconstituted drink.
- the preferred range is from about 1 ppm to about 14.5 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]- L-phenylalanine 1-methyl ester and from about 20 ppm to about 300 ppm saccharin in the reconstituted drink.
- the most preferred range is from about 6 ppm to about 13 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 25 ppm to about 100 ppm saccharin in the reconstituted drink.
- Example 34 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Sucrose.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with sucrose is from about 0.3 ppm to about 19 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 0.25%) (w/w) to about 14% (w/w) sucrose in the reconstituted drink.
- the preferred range is from about 1 ppm to about 14 ppm N-[N-(3,3-dimethylbutyl)- L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 1.5% (w/w) to about 11.5% (w/w) sucrose in the reconstituted drink.
- the most preferred range is from about 3 ppm to about 11 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 3% (w/w) to about 9%> (w/w) sucrose in the reconstituted drink.
- Example 35 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with NHDC.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with NHDC is from about 7 ppm to about 20 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 0.5 ppm to about 4 ppm NHDC in the reconstituted drink.
- the preferred range is from about 8 ppm to about 18 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 0.6 ppm to about 3 ppm NHDC in the reconstituted drink.
- the most preferred range is from about 10 ppm to about 15 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 1 ppm to about 2.5 ppm NHDC in the reconstituted drink.
- Example 36 Cranberry Juice Cocktail (27% cranberry juice)
- Example 36 The constituents used to formulate the Cranberry Juice Cocktail (27% cranberry juice) of Example 36 are shown below in Table 8.
- Cranberry Juice Cocktail (27% cranberry juice), 35 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester
- the Cranberry Juice Cocktail (27%> juice) of Example 36 was made by mixing the N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester into the cranberry juice and water for approximately 2 minutes. The uniform juice cocktail was then refrigerated.
- Cranberry Juice Cocktail (27% juice) compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester were prepared.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester can be used to sweeten Cranberry Juice Cocktail (27%) juice) generally in an amount between about 20 ppm to about 150 ppm, more preferably between about 25 ppm to about 120 ppm, and most preferably between 30 ppm to about 70 ppm.
- Example 37 Cranberry Juice Cocktail (43% cranberry juice)
- the constituents used to formulate the Cranberry Juice Cocktail (43 % cranberry juice) of Example 37 are shown below in Table 9.
- Cranberry Juice Cocktail (43% cranberry juice), 40 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester
- the Cranberry Juice Cocktail (43% juice) of Example 37 was made by mixing the N-[N-(3, 3 -dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester into the cranberry juice and water for approximately 2 minutes. The uniform juice cocktail was then refrigerated.
- Cranberry Juice Cocktail (43% juice) compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester were prepared.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester can be used to sweeten Cranberry Juice Cocktail (43% juice) generally in an amount between about 20 ppm to about 150 ppm, more preferably between about 25 ppm to about 120 ppm, and most preferably between 30 ppm to about 70 ppm.
- the Cranberry Juice Cocktail (43% > juice) sweetened with 40 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1 -methyl ester provides a sugary, syrupy mouthfeel and taste with reduced harshness and bitterness compared to sucrose sweetened cranberry juice.
- Example 38 Cranberry Juice Cocktail (55%> cranberry juice)
- the constituents used to formulate the Cranberry Juice Cocktail (55%> cranberry juice) of Example 38 are shown below in Table 10.
- Cranberry Juice Cocktail (55% cranberry juice), 60 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester
- the Cranberry Juice Cocktail (55%) juice) of Example 38 was made by mixing the N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester into the cranberry juice and water for approximately 2 minutes. The uniform juice cocktail was then refrigerated.
- Cranberry Juice Cocktail (55% juice) compositions having different concentrations of N-[N-(3, 3 -dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1- methyl ester were prepared. N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester can be used to sweeten Cranberry Juice Cocktail (55%) juice) generally in an amount between about 40 ppm to about 150 ppm, more preferably between about 45 ppm to about 120 ppm, and most preferably between 50 ppm to about 100 ppm.
- Cranberry Juice Beverage (100% cranberry juice)
- Example 39 The constituents used to formulate the Cranberry Juice Beverage (100% > cranberry juice) of Example 39 are shown below in Table 11.
- Cranberry Juice Beverage (100%> cranberry juice), 70 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester
- Example 39 The Cranberry Juice Beverage (100% juice) of Example 39 was made by mixing the N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester into the cranberry juice and water for approximately 2 minutes. The uniform juice beverage was then refrigerated.
- Cranberry Juice Beverage (100%> juice) compositions having different concentrations of N-[N-(3, 3 -dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1- methyl ester were prepared.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester can be used to sweeten Cranberry Juice Beverage (100%) juice) generally in an amount between about 50 ppm to about 150 ppm, more preferably between about 55 ppm to about 120 ppm, and most preferably between 60 ppm to about 100 ppm.
- the Cranberry Juice Beverage (100%) juice) sweetened with 70 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester was very good because the acidity, astringency and bitterness of cranberry was significantly diminished and smoothed. This reduction in bitterness was quite surprising and resulted in a Cranberry Juice Beverage (100%) juice) that is significantly more palatable and more drinkable.
- Example 40 The White Grapefruit Beverage of Example 40 was made by mixing the N-[N- (3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester into the grapefruit juice for approximately 2 minutes. The uniform beverage was then refrigerated.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester were prepared.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1 -methyl ester can be used to sweeten White Grapefruit Beverage generally in an amount between about 25 ppm to about 150 ppm, preferably between about 30 ppm to about 100 ppm, more preferably between 40 ppm to about 70 ppm, and most preferably between about 50 ppm and about 60 ppm.
- the White Grapefruit Beverage sweetened with about 50 ppm to about 60 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester provided a sugary, syrupy mouthfeel and fresh grapefruit flavor, with no harshness or bitterness. This reduction in bitterness provided a more palatable drink.
- Example 41 The Lime Fruit Beverage of Example 41 was made by mixing the N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester into the lime juice and water for approximately 2 minutes. The uniform beverage was then refrigerated.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester were prepared.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester can be used to sweeten Lime Fruit Beverage generally in an amount between about 25 ppm to about 150 ppm, preferably between about 30 ppm to about 100 ppm, more preferably between 40 ppm to about 70 ppm, and most preferably between about 50 ppm and about 60 ppm.
- the Lime Fruit Beverage sweetened with about 50 ppm to about 60 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester provided a sugary, syrupy mouthfeel and fresh lime flavor, with no harshness or bitterness. This reduction in bitterness provided a more palatable drink.
- Example 42 Hot Packed Peach Juice Drink (10%> Juice).
- the Hot Packed Peach Juice Drink (10% juice) of Example 42 was made by heating a hot water bath to approximately 93 °C (200°F). A jacketed mixing vessel was filled with water and the hot water was passed through the jacket. A mixer was inserted into the water inside the vessel. The speed of the mixer was set to form a vortex. The colors, the acids, the sweeteners, the SHMP (sodium hexametaphosphate) and Potassium Citrate, the Kelcoloid HVF solution (propylene glycol alginate), the concentrates, and the flavors were added, in that order, stirring before the addition of the next ingredient. The resulting mixture was mixed until it reached approximately 85°C (185°F). The heated mixture was packaged into two wide mouth bottles and the bottles were sealed as quickly as possible and inverted to insure proper seal.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester were prepared.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester can be used to sweeten Hot Packed Peach Juice Drink (10%> juice) generally in an amount between about 10 ppm to about 40 ppm, more preferably between about 20 ppm to about 30 ppm, and most preferably between 25 ppm to about 27 ppm.
- Examples 43-49 Hot Packed Peach Juice Drink (10% juice) Sweetened with N- [N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with other sweeteners.
- Hot Packed Peach Juice Drink (10%> juice) was prepared in a manner substantially similar to Example 42, with the exception that Examples 43-49 were sweetened with N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester blended with another sweetener, i.e., either aspartame (APM), acesulfame-K (Ace-K), saccharin, sucrose, thaumatin, monoammonium glycyrrhizinate (MAG), or neohesperidin dihydrochalcone (NHDC).
- APM aspartame
- Ace-K acesulfame-K
- saccharin sucrose
- thaumatin sucrose
- thaumatin monoammonium glycyrrhizinate
- NHDC neohesperidin dihydrochalcone
- Example 43 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM.
- Hot Packed Peach Juice Drink (10%> juice) compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester and APM were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding -N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM is from about 3 ppm to about 30 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 100 ppm to about 400 ppm APM.
- the preferred range is from about 10 ppm to about 25 ppm N-[N-(3,3-dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1-methyl ester and from about 125 ppm to about 300 ppm APM.
- the most preferred range is from about 10 ppm to about 20 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester and from about 225 ppm to about 300 ppm APM.
- Example 44 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Ace-K.
- Various Hot Packed Peach Juice Drink (10% juice) compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and Ace-K were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester blended with Ace-K is from about 5 ppm to about 30 ppm N-[N-[N-
- the most preferred range is from about 10 ppm to about 20 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester and from about 110 ppm to about 150 ppm Ace-K.
- Example 45 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Saccharin.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester blended with saccharin is from about 5 ppm to about 30 ppm N-[N- (3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 70 ppm to about 200 ppm saccharin.
- the preferred range is from about 10 ppm to about 25 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester and from about 100 ppm to about 150 ppm saccharin.
- the most preferred range is from about 15 ppm to about 20 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 110 ppm to about 135 ppm saccharin.
- Example 46 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Sucrose.
- Various Hot Packed Peach Juice Drink (10% juice) compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and sucrose were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester blended with sucrose is from about 6 ppm to about 25 ppm N-[N- (3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 2.5%) (w/w) to about 6% (w/w) sucrose.
- the preferred range is from about 10 ppm to about 20 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 2% (w/w) to about 4% (w/w) sucrose.
- the most preferred range is from about 15 ppm to about 18 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 2% (w/w) to about 3% (w/w) sucrose.
- Example 47 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with thaumatin.
- the preferred blend of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and thaumatin is about 27 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and about 2 ppm thaumatin.
- Example 48 N-[N-(3,3-dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1-methyl ester blended with MAG.
- Example 49 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with NHDC.
- Example 50 Hot Packed Peach Juice Drink (1% Juice).
- Example 50 The constituents used to formulate the Hot Packed Peach Juice Drink (1% Juice) of Example 50 are shown below in Table 15.
- the Hot Packed Peach Juice Drink (1%> juice) of Example 50 was made by heating a hot water bath to approximately 93°C (200°F).
- a jacketed mixing vessel was filled with water and the hot water was passed through the jacket.
- a mixer was inserted into the water inside the vessel. The speed of the mixer was set to form a vortex.
- the colors, the acids, the sweeteners, the SHMP (sodium hexametaphosphate) and Potassium Citrate, the Kelcoloid HVF solution (propylene glycol alginate), the concentrates, and the flavors were added, in that order stirring before the addition of the next ingredient.
- the resulting mixture was mixed until it reached approximately 85°C (185°F).
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester can be used to sweeten Hot Packed Peach Juice Drink (1%> juice) generally in an amount between about 10 ppm to about 35 ppm, more preferably between about 15 ppm to about 30 ppm, and most preferably between 20 ppm to about 25 ppm.
- Hot Packed Peach Juice Drink (1% juice) sweetened with 23 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester was judged to be well rounded with a good up front sweet taste and the taste did not linger; the taste was not too sweet and the fruit flavor was acceptable.
- Example 51 Orange Juice Drink (50%> orange juice)
- Example 51 The constituents used to formulate the Orange Juice Drink (50%> orange juice) of Example 51 are shown below in Table 16.
- the Orange Juice Drink (50%> juice) of Example 51 was made by mixing the N- [N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester into the orange juice and water for approximately 10 minutes. The uniform juice drink was then refrigerated. Various Orange Juice Drink (50%> juice) compositions having different concentrations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester were prepared.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester can be used to sweeten Orange Juice Drink (50%> juice) generally in an amount between about 1 ppm to about 8 ppm, more preferably between about 2 ppm to about 7 ppm, and most preferably between 3 ppm to about 6 ppm.
- Example 52 Orange Juice Drink (65% orange juice)
- Example 52 are shown below in Table 17.
- Example 52 The Orange Juice Drink (65%> juice) of Example 52 was made by mixing the N- [N-(3,3-dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1-methyl ester into the orange juice and water for approximately 10 minutes. The uniform juice drink was then refrigerated.
- Example 53 Orange Juice Drink (85% orange juice)
- Example 53 are shown below in Table 18.
- the Orange Juice Drink (85%> juice) of Example 53 was made by mixing the N- [N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester into the orange juice and water for approximately 10 minutes. The uniform juice drink was then refrigerated.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester can be used to sweeten Orange Juice Drink (85% juice) generally in an amount between about 0.5 ppm to about 4 ppm, more preferably between about 0.8 ppm to about 3.5 ppm, and most preferably between 1 ppm to about 3 ppm.
- Example 54 Hot Packed Lemon Tea.
- the Hot Packed Lemon Tea of Example 54 was made by heating a hot water bath to approximately 93°C (200°F). A jacketed mixing vessel was filled with water and the hot water was passed through the jacket. A mixer was inserted into the water inside the vessel. The speed of the mixer was set to form a vortex. The malic acid, the N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester, and the sodium citrate were added in that order. The tea powder, the lemon flavor, and the tea flavor were added in that order, mixing for approximately five minutes after adding each before adding the next ingredient. After the tea flavor was added, the resulting mixture was stirred until it reached approximately 85°C (185°F). The heated mixture was packaged into two wide mouth bottles, and the bottles were sealed as quickly as possible and inverted to insure proper seal.
- N-[N-(3, 3 -dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester were prepared.
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1 -methyl ester can be used to sweeten Hot Packed Lemon Tea generally in an amount between about 8 ppm to about 14 ppm, preferably between about 10 ppm to about 12 ppm, and most preferably about 12 ppm.
- Hot Packed Lemon Tea was prepared in a manner substantially similar to Example 54, with the exception that Examples 55-61 were sweetened with N- [N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with another sweetener, i.e., either aspartame (APM), acesulfame-K (Ace-K), saccharin, sucrose, thaumatin, monoammonium glycyrrhizinate (MAG), or neohesperidin dihydrochalcone (NHDC).
- APM aspartame
- Ace-K acesulfame-K
- saccharin sucrose
- thaumatin sucrose
- thaumatin monoammonium glycyrrhizinate
- MAG monoammonium glycyrrhizinate
- NHDC neohesperidin dihydrochalcone
- Example 55 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM.
- Hot Packed Lemon Tea compositions having different concentrations of N-[N- (3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and APM were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester blended with APM is from about 3 ppm to about 9 ppm N-[N-(3, 3 -dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1- methyl ester and from about 125 ppm to about 375 ppm APM.
- the preferred range is from about 3 ppm to about 6 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl]-L-phenylalanine 1-methyl ester and from about 250 ppm to about 375 ppm APM.
- the most preferred blend is about 6 ppm N-[N-(3,3-dimethylbutyl)- L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and about 250 ppm APM. This most preferred blend is approximately a 50/50 blend of N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and APM.
- Example 56 N-[N-(3,3-dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1-methyl ester blended with Ace-K.
- the general range for adding N-[N-(3,3-dimethylbutyl)- L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Ace-K is from about 3 ppm to about 9 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 150 ppm to about 470 ppm Ace-K.
- the preferred range is from about 6 ppm to about 9 ppm N-[N-(3,3-dimethylbutyl)- L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 150 ppm to about 310 ppm Ace-K.
- the most preferred blend is about 9 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and about 150 ppm Ace-K. This most preferred blend is approximately 75%o N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and 25%> Ace-K.
- Example 57 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Saccharin.
- the general range for adding N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with saccharin is from about 3 ppm to about 9 ppm N-[N-(3,3-dimethylbuty ⁇ )-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester and from about 70 ppm to about 310 ppm saccharin.
- the preferred range is from about 6 ppm to about 9 ppm N-[N-
- Example 58 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Sucrose.
- the general range for adding N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with sucrose is from about 3 ppm to about 9 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester and from about 1.85% (w/w) to about 5.6%) (w/w) sucrose.
- the preferred range is from about 6 ppm to about 9 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 1.85%) (w/w) to about 3.7%> (w/w) sucrose.
- the most preferred blend is about 9 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and about 1.85% (w/w) sucrose. This most preferred blend is approximately 75% N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester and 25%> sucrose.
- Example 59 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with thaumatin.
- Various Hot Packed Lemon Tea compositions having different concentrations of
- N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and thaumatin were prepared. A low level of one sweetener was combined with a high level of the other sweetener.
- the preferred blend of N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and thaumatin is about 12 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and about 2 ppm thaumatin.
- Example 60 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with MAG.
- Example 61 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with NHDC.
- Example 62 Brewed Coffee.
- a brewed coffee beverage was prepared using Folgers brand (Aroma Roasted) coffee in an automatic drip coffee maker.
- the brewed coffee (240 mis) was poured into a cup and whitened with 2% milk.
- the coffee was sweetened by adding 0.93 milligrams of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester to the coffee.
- the resulting coffee was acceptably sweet.
- Example 63 Brewed Iced Tea.
- a brewed tea beverage was prepared using Lipton Brisk brand tea bags. The brewed tea was chilled and 240 mis was poured into a cup. The iced tea was sweetened by adding 0.93 milligrams of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]- L-phenylalanine 1-methyl ester to the tea. The resulting tea was acceptably sweet.
- Example 64 Reduced Calorie Sports Drink, 50% Carbohydrates Replaced.
- the constituents used to formulate the Reduced Calorie Sports Drink with 50% > of the carbohydrates replaced of Example 64 are shown below in Table 20.
- the Reduced Calorie Sports Drink with 50% of the carbohydrates replaced was made by adding the water to a beaker and stirring to form a vortex.
- the sodium benzoate, citric acid, sweeteners, and salts were added in that order, mixing for approximately 15 minutes until each were dissolved before adding the next ingredient. Then the flavor was added to the solution, followed by the yellow color. The resulting solution was packaged into two wide mouth bottles.
- the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester blended with sucrose/dextrose is from about 2 ppm to about 5 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester and about 1.50% (w/w) to about 5%> (w/w) sucrose/dextrose.
- the preferred range is from about 2.5 ppm to about 4 ppm N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl] -L-phenylalanine 1-methyl ester and from about 2%> (w/w) to about 4% (w/w) sucrose/dextrose.
- the most preferred range is from about 3 ppm to about 3.5 ppm N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 3.0%) (w/w) to about 3.5% (w/w) sucrose/dextrose.
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Abstract
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU19247/99A AU1924799A (en) | 1997-12-17 | 1998-12-17 | Beverage compositions comprising sweetener with extremely high potency |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US6984897P | 1997-12-17 | 1997-12-17 | |
US60/069,848 | 1997-12-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1999030576A1 true WO1999030576A1 (fr) | 1999-06-24 |
Family
ID=22091579
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1998/026865 WO1999030576A1 (fr) | 1997-12-17 | 1998-12-17 | Compositions de boissons comprenant un edulcorant presentant un tres fort pouvoir sucrant |
Country Status (4)
Country | Link |
---|---|
AR (1) | AR014129A1 (fr) |
AU (1) | AU1924799A (fr) |
CO (1) | CO5040052A1 (fr) |
WO (1) | WO1999030576A1 (fr) |
Cited By (30)
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WO2000015050A1 (fr) * | 1998-09-17 | 2000-03-23 | The Nutrasweet Company | CO-CRISTALLISATION DE SUCRE ET DE N-[N-(3,3-DIMETHYLBUTYL)-1-α-ASPARTYL]-L-PHENYLALANINE 1-ESTER METHYLIQUE |
WO2000056176A1 (fr) * | 1999-03-25 | 2000-09-28 | The Nutrasweet Company | GELS COMESTIBLES EDULCORES AVEC N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER |
WO2000057726A1 (fr) * | 1999-03-29 | 2000-10-05 | The Nutrasweet Company | ALIMENTS FONCTIONNELS COMPRENANT UN ESTER DE 1-METHYLE N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE |
WO2000069282A1 (fr) * | 1999-05-13 | 2000-11-23 | The Nutrasweet Company | Modification du gout et des proprietes physico-chimiques de neotame, a l'aide d'additifs d'acide hydrophobe |
US6794375B2 (en) | 2000-01-28 | 2004-09-21 | The Procter & Gamble Co. | Palatable arginine compounds and uses thereof for cardiovascular health |
WO2001028590A3 (fr) * | 1999-10-19 | 2008-01-03 | Nutrasweet Co | COMPOSITIONS PHARMACEUTIQUES RENFERMANT UN ESTER N-[N-(3,3-DIMETHYLBUTYL)-1-α-ASPARTYL]-L-PHENYLALANINE METHYL |
WO2008053444A2 (fr) | 2006-11-01 | 2008-05-08 | The Procter & Gamble Company | Méthodes visant à traiter un trouble respiratoire au moyen d'un traitement probiotique |
WO2008042661A3 (fr) * | 2006-10-04 | 2008-05-29 | Pepsico Inc | Boissons à teneur calorique réduite utilisant un mélange de néotame et d'acésulfame-k |
US7393552B2 (en) | 2002-04-24 | 2008-07-01 | The Procter & Gamble Company | Compositions comprising protein and fatty acid |
DE202008004253U1 (de) | 2008-03-28 | 2008-07-17 | Metsälä, Pertti | Fermentiertes Kaffeegetränk mit Arginin |
DE202008005965U1 (de) | 2008-04-30 | 2008-12-11 | Metsälä, Pertti | Nahrungszusammensetzung |
DE102008016068A1 (de) | 2008-03-28 | 2009-10-22 | Prt Patent Registration Service & Trade Ltd. | Fermentiertes Kaffegetränk mit Arginin |
DE102008021586A1 (de) | 2008-04-30 | 2009-11-12 | Metsäla, Pertti | Nahrungszusammensetzung hergestellt aus grünem Kaffee Gingko Biloba, und Maillard-Produkten des Arginin |
US7785635B1 (en) | 2003-12-19 | 2010-08-31 | The Procter & Gamble Company | Methods of use of probiotic lactobacilli for companion animals |
US7906112B2 (en) | 2003-12-19 | 2011-03-15 | The Procter & Gamble Company | Canine probiotic Lactobacilli |
US7998473B2 (en) | 2003-12-19 | 2011-08-16 | The Procter & Gamble Company | Methods of treatment or prevention of gastrointestinal disorders using canine probiotic bifidobacterium |
US8034601B2 (en) | 2005-05-31 | 2011-10-11 | The Procter & Gamble Company | Feline probiotic bifidobacteria |
US8440248B2 (en) | 2003-09-12 | 2013-05-14 | Tropicana Products, Inc. | Reduced sugar citrus juice beverage |
US8563522B2 (en) | 1997-07-08 | 2013-10-22 | The Iams Company | Method of maintaining and/or attenuating a decline in quality of life |
US8809035B2 (en) | 2003-12-19 | 2014-08-19 | The Iams Company | Canine probiotic Bifidobacterium |
US8877178B2 (en) | 2003-12-19 | 2014-11-04 | The Iams Company | Methods of use of probiotic bifidobacteria for companion animals |
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US9192177B2 (en) | 2005-05-31 | 2015-11-24 | The Iams Company | Feline probiotic Lactobacilli |
US9415083B2 (en) | 2004-05-10 | 2016-08-16 | Mars, Incorporated | Method for decreasing inflammation and stress in a mammal |
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US6214402B1 (en) | 1998-09-17 | 2001-04-10 | The Nutrasweet Company | Co-crystallization of sugar and n-[n-(3,3-dimethylbutyl)-l αaspartyl]-l-phenylalanine 1-methyl ester |
AU754433B2 (en) * | 1998-09-17 | 2002-11-14 | Nutrasweet Property Holdings, Inc. | Co-crystallization of sugar and N-(N-(3,3-dimethylbutyl)-1-alpha-aspartyl)-l-phenylalanine 1-methyl ester |
WO2000056176A1 (fr) * | 1999-03-25 | 2000-09-28 | The Nutrasweet Company | GELS COMESTIBLES EDULCORES AVEC N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER |
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US11701400B2 (en) | 2017-10-06 | 2023-07-18 | Cargill, Incorporated | Steviol glycoside compositions with reduced surface tension |
US11717549B2 (en) | 2017-10-06 | 2023-08-08 | Cargill, Incorporated | Steviol glycoside solubility enhancers |
US12097231B2 (en) | 2017-10-06 | 2024-09-24 | Cargill, Incorporated | Steviol glycoside compositions with reduced surface tension |
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Also Published As
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AU1924799A (en) | 1999-07-05 |
AR014129A1 (es) | 2001-02-07 |
CO5040052A1 (es) | 2001-05-29 |
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