WO1998039979A1 - Composition d'edulcorant au goût ameliore - Google Patents
Composition d'edulcorant au goût ameliore Download PDFInfo
- Publication number
- WO1998039979A1 WO1998039979A1 PCT/JP1997/003500 JP9703500W WO9839979A1 WO 1998039979 A1 WO1998039979 A1 WO 1998039979A1 JP 9703500 W JP9703500 W JP 9703500W WO 9839979 A1 WO9839979 A1 WO 9839979A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- apm
- dmb
- sweetness
- solution
- pse
- Prior art date
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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
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
-
- 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
-
- 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
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
- A23L27/31—Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives
- A23L27/32—Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives containing dipeptides or derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06104—Dipeptides with the first amino acid being acidic
- C07K5/06113—Asp- or Asn-amino acid
- C07K5/06121—Asp- or Asn-amino acid the second amino acid being aromatic or cycloaliphatic
- C07K5/0613—Aspartame
Definitions
- the present invention relates to a high-intensity sweetener, N— [N— (3,3-dimethylbutyl) —L- ⁇ -aspartyl] -1-L-phenylalanine—1-methylester (hereinafter referred to as “DMB— ⁇ ”).
- DMB— ⁇ N— [N— (3,3-dimethylbutyl) —L- ⁇ -aspartyl] -1-L-phenylalanine—1-methylester
- ⁇ aspartame
- APM aspartame
- the present invention relates to a sweetener having an excellent sweetness and having a natural sweetness, characterized by containing and.
- the sweetness intensity of DMB—APM is 100,000 times that of sucrose by weight (Tokuhyo Hei 8-503,206). It has been reported that the sweetness intensity of the acid-free sweetener APM is about 200 times that of sucrose by weight (Japanese Patent Publication No. 47-31031). The weight ratio varies depending on the type, etc.).
- Ace K sweetness intensity: about 200 times the weight of sucrose, the same as APM
- DMB—APM or APM DMB—APM or APM.
- the sweetness is even worse, such as a strong stimulus, and various improvements have been proposed, including the improvement of the sweetness in combination with APM (US Pat. No. 4,158,068).
- an object of the present invention is to enhance the forerunner, reduce the aftertaste, and reduce the astringency in view of the sweetness characteristics of DMB-APM described above.
- DMB improves the sweetness properties of APM and provides it as a high-potency sweetener composition with excellent sweetness similar to sucrose.
- the present inventors have conducted intensive studies to achieve the above object, and as a result, have combined a high-sweetness sweetener DMB-APM and an amino acid-based sweetener APM and / or AceK in a specific ratio. This enhances the taste (i.e., the sweetness is felt as quickly as in sucrose when in the mouth), and the taste is weakened (i.e., the sweetness in the mouth). As much as sucrose The present inventors have found that a sweetener composition having a good balance of sweetness characteristics, such as a quicker feeling and a reduced astringency, can be obtained, thereby completing the present invention.
- DMB-APM and APM each have better taste than when used alone, and have a better overall sweetness profile and a sweetness closer to sucrose.
- a sweetener composition having a high degree of sweetness, and a sweetener composition having a good balance of sweetness properties can be obtained by combining AceK with a poorer sweetness. Is very difficult to predict from conventional knowledge.
- the sweetener composition of the present invention contains DMB-APM and APM and / or AceK at a ratio that gives sweetness closer to sucrose than any of them.
- the ratio of the two is as follows: the ratio of DMB—— ⁇ ⁇ ⁇ ⁇ to the total weight of both is 0. 1 to 35% by weight.
- DMB When the ratio of ⁇ ⁇ ⁇ is less than 0.1% or more than 35%, the combination effect is obtained, that is, the effect of improving the taste, aftertaste and astringency as compared with the case of using each alone. Lack. Therefore, DMB— ⁇ — ⁇ ⁇ ; ', the ratio of DMB—APM and ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ to the total weight.
- a sweetener composition with improved sweetness characteristics can be obtained by using Ace K in addition to DMB-APM and APM. In this case, it is advisable to use Ace K in a proportion of 0.5 to 85% by weight, preferably 1 to 75% by weight, based on the total weight of DMB—APM, APM and Ace K.
- the sweetener composition of the present invention contains DMB-APM and AceK as sweetening components
- the ratio between the two is such that the ratio of DMB-APM to the total weight of both is 3%. ⁇ 80% by weight.
- a composition having a DMB-APM ratio of less than 3% or greater than 80% lacks the combined effect, i.e., the effect of improving the taste, aftertaste, and astringency as compared with the case of each alone.
- the ratio of DMB-APM force to DMB-APM and AceK in the total weight is in the range of 3 to 80% by weight, and a sweetener composition having improved sweetness characteristics can be obtained.
- a sweetener composition similar to sucrose having a well-balanced sweetness characteristic at 3.5 to 60% by weight can be obtained.
- the sweetener composition of the present invention can be put on the market in the form of a powder mixture of a predetermined sweetening component as it is.
- a diluent or an excipient such as sugar alcohols, oligosaccharides, and dietary fiber is blended in order to improve usability. It can be in the form of granules or tablets. Diluents / excipients in this case also include low-intensity sweeteners such as sucrose and glucose.
- the sweetening composition of the present invention comprises a tabletop sweetener, carbonated and non-carbonated beverages, frozen desserts, jellies, cakes, breads, candies as well as conventional high-intensity sweeteners, for example, ⁇ ⁇ ⁇ .
- a variety of foods and beverages, including chewing gum, and teeth When formulated in oral compositions such as polishes, pharmaceuticals, etc., they are more natural, balanced and closer to sucrose than conventional high-potency sweetener compositions. It can give good sweetness.
- the utility of the sweetener composition of the present invention is sufficiently exhibited in various drinks such as carbonated drinks in which DMB-APM can be tasted in a solution state.
- pure water a solution prepared using pure water obtained by distilling city water and then distilling (hereinafter referred to as pure water).
- a DMB-APM aqueous solution having a sweetness intensity equivalent to that of a 10% aqueous sucrose solution (hereinafter referred to as PSE (Point of substance equivalent) 10%) was prepared.
- PSE Point of substance equivalent
- the DMB-APM aqueous solution described above had an extremely weak taste, an extremely strong aftertaste, and a strong astringency. In addition, the habit and strength were strong, and the balance of the taste was extremely disturbed.
- a cola solution of DMB-APM containing 10% PSE with carbon dioxide was prepared and compared with a cola solution containing 10% sucrose with carbon dioxide.
- the former solution has a weaker habit and weakness, and has a weaker aftertaste and a stronger aftertaste than the comparative evaluation result of the aqueous solution in Experimental Example 1. And the astringency was strong.
- a cola solution containing 10% of PSE containing carbon dioxide and an APM containing 10% of sucrose containing carbon dioxide was compared and evaluated.
- the former solution was DMB_APM. To a lesser extent, the taste was weak, the aftertaste was strong, and the roundness was weak.
- the mixing ratio of DMB—APM and APM is changed in the sweetness intensity ratio in the range of 1: 9 to 91, but the PSE 10% is fixed, and the mixed cola containing carbon dioxide is mixed.
- Several solutions were prepared, and these were compared and evaluated with a cola solution containing carbon dioxide containing sucrose at a concentration of 10%. Both of these mixed cola solutions containing carbon dioxide have a balanced taste with a strong first taste, a low aftertaste, a weak astringency, and a greatly improved sweetness. It exhibited good sweetness properties that were well-recognized.
- the ratio of DMB-APM: APM is in the range of 5: 5 to 1: 9, the taste becomes stronger, the same as the degree of sucrose first taste, and the balance becomes better. It showed excellent sweetness properties.
- the mixing ratio of DMB-APM and APM was changed in the sweetness ratio in the range of 1: 9 to 91, but the PSE 5% was fixed, and a mixed cola solution containing carbon dioxide was prepared.
- these were compared with a cola solution containing 5% sucrose in carbon dioxide, they all had a stronger first taste, a weaker aftertaste, and a weaker astringency.
- D MB Ace K was added to a mixture of APM and APM and examined.
- DMB Change the mixing ratio of APM and the total amount of APM and Ace K in the sweetness intensity ratio in the range of 1: 9 to 9: 1.
- Cola solutions containing carbon dioxide were prepared, and these were compared with a cola solution containing sucrose at a concentration of 10% containing carbon dioxide.
- the ratio of the sweetness intensity of DMB-APM and APM was also changed.
- DMB If the mixture ratio of APM and the total amount of APM and AceK is in the range of 9: 1 to 6: 4 (that is, when AceK is 40% or less in PSE conversion), Stronger, less astringent, and improved sweetness.
- a PM A ce K is 2: 7: 1).
- Ace K is high, the bitterness, habit, stiffness, irritation, astringency, and aftertaste become extremely strong, and the refreshingness and mellowness become extremely weak, and the sweetness is increased. The balance of characteristics has collapsed.
- sucrose aqueous solution of DMB-APM diluted to a concentration of the sweetness intensity PSE10% was prepared. Separately from the concentration power: (a) 6.94%, (b) 8.33%, (c) 10.0%, (d) 12.0%, and (e) 14.4%
- concentration power (a) 6.94%, (b) 8.33%, (c) 10.0%, (d) 12.0%, and (e) 14.4%
- an aqueous solution of 10% PSE-DMB-APM was prepared (take 3.9 mg of DMB-APM and fill up to 100 ml with pure water). Also, a sucrose aqueous solution having a concentration of 10% was prepared (take 100 g of sucrose and fill up to 1,000 ml with pure water).
- the following equation (2) was used for the relationship between the weight (g) of the APM and the sweetness intensity (PSE%) (the same applies hereinafter).
- Y (sweetness intensity PSE%) 46.06 X (APM weight (g 687 ⁇ ⁇ ⁇ (2) This DMB—APM and APM (PSE conversion 5: 5) PSE 10% aqueous solution, concentration 1 A 0% aqueous sucrose solution was used as a control, and comparative evaluations were made on nine items: first taste, habit, stiffness, irritation, bitterness, aftertaste, astringency, cleanness, and mellowness.
- the carbonic acid-containing cola solution of the present invention is also prepared by adjusting the sweetness intensity (PSE 10%) with a solution before encapsulating carbon dioxide (hereinafter, referred to as a cola base solution), and then adding carbon dioxide gas to the solution.
- PSE 10% a solution before encapsulating carbon dioxide
- a cola base solution a solution before encapsulating carbon dioxide
- carbon dioxide gas a solution before encapsulating carbon dioxide
- sucrose was (a) 69.4 g, (b) 83.3 g, (c) 100 g, (d) 120 g, and (e) 144
- sucrose cola base solutions were prepared in accordance with the above-mentioned method (1) for preparing a cola base solution, except that g was taken in a 100 O ml ml flask.
- a PSE 10% cola base solution of DMB-APM was prepared again. That is, 15.2 mg of DMB-APM was taken in a 100-ml female flask and filled up with pure water (estimated PSE 100%). This one except that this was used as a sweetener, the expected DMB-APM cola base solution was prepared according to the method for preparing a cola base solution described in (1) above.
- the DMB—the sweetness intensity of the APM cola base solution ”and the sucrose cola base solution described above were compared with each other in the same manner as in Example 1 to obtain a functional evaluation. 75 points ( ⁇ 20), and PS ⁇ 10% was confirmed.
- DMB 7 mg of APM and 395 mg of APM were taken in a 100 ml mesh flas and filled up with pure water (estimated PSE 100%). Except that this was used as a sweetener, a cola base solution was prepared according to the above-mentioned method (1) for preparing a cola base solution. When the sweetness intensity of this cola base solution was determined in the same manner as in Example 1, it was 2.58 points, and PSE 9.3% was confirmed.
- a solution of DMB-APM and APM in PSE10% cola base was prepared again. That is, 7.5 mg of DMB-APM and 25 mg of APM42 were placed in a 100 ml flask and filled up with pure water (estimated PSE 100%). Except that this was used as a sweetener, the desired cola base solution was prepared according to the method for preparing a cola base solution described in (1) above. The sensory evaluation was performed in the same manner as in Example 1, and the average score was determined. The result was 3.17 (PSE 10% by calculation). At this time, the content of DMB-APM with respect to the total weight of DMB-APM and APM is 1.7%.
- the carbon dioxide containing DMB-APM PSE 10% cola solution obtained by the method (3) above was used as the control, and the carbon dioxide containing sucrose 10% cola solution was used as the control.
- DMB— APM 6. lmg ( 4/660 (g Z dl)), APM 285 mg, and Ace K 49 mg were taken as a sweetener. Except for this, a collagen solution was prepared (estimated PSE 10%) according to the method for preparing a cola base solution of (1) of Example 2.
- the cola base solution was subjected to sensory evaluation in the same manner as in Example 1 and the average score was obtained.
- a PSE 10% cooler base solution was prepared again. That is, except that 5.4 mg of DMB-APM, 52 mg of APM 25 and 3 mg of AceK 43 were taken, and the whole of them was used as a sweetener, (1) of Example 2 was used. ) According to the method for preparing a cola-based solution of Prepared (estimated PSE 10%).
- the sensory evaluation was performed in the same manner as in Example 1, and the average score was obtained. The result was 3.2. The calculation showed that the sweetness intensity was PSE 10%. At this time, the content of DMB—APM to the total weight of DMB—APM, APM, and AceK is 1.8%.
- Carbon dioxide-containing DMB obtained by the above method (3) APM, APM and Ace K (4: 4: 2 in PSE), 10% cola solution of PSE, and sucrose concentration of carbon dioxide
- Prototype DMB-APM For A P M t
- Example 2 tree * PSE 5%.
- Prototype No. 1, 2, and 4 to 6 were used as the control, and the cola solution containing carbon dioxide was used as the control, and the cola solution containing sucrose at a concentration of 10% was used as the control.
- Prototype DMB-APM APM: ACeK based on total weight
- Prototype No. 1 to 3 and 5 to 8 were used as the control of the cola solution containing carbon dioxide and the cola solution containing carbon dioxide and having a sucrose concentration of 10% as a control.
- the evaluation was made on nine items: irritation, bitterness, bitterness, aftertaste, astringency, cleanness, and mellowness.
- the prototypes No. 1 to 3, 5 and 6 when Ace K is 1 to 4 in terms of PSE conversion ratio), DMB-APM were used alone as a sweetener. It was found that, unlike the case of the carbonic acid-containing cola solution used, the first taste became stronger, the aftertaste became weaker, and the astringency became weaker, exhibiting balanced sweetness characteristics. As the APM ratio increased, the effect of improving sweetness quality increased.
- DMB—APM and AceK (8: 2 in PSE) are used as controls to control a 10% aqueous solution of PSE, and a 10% aqueous solution of sucrose is used as a control.
- a 10% aqueous solution of sucrose is used as a control.
- Bitterness, aftertaste, astringency, clean, and mellow were compared and evaluated.
- DMB-1 lmg of APM and 9 mg of Ace K were used as sweeteners in 1,000 ml of Mesfras, except that the collagen solution of Example 2 (1) was used.
- a collagen solution was prepared according to the preparation method (estimated PSE 10%).
- the sensory evaluation of this cola base solution was carried out in the same manner as in Example 2, and the average score was determined to be 2.05.
- a cola base solution was prepared again. It was confirmed in the same manner as above that the sweetness intensity of this cola base solution was PSE 10%.
- the weight of DMB_APM to the total weight of AMB and AceK is 1 8.3%.
- Example 7 Using the same method as in Example 7 above, a cola solution containing carbon dioxide having a sweet component having a ratio shown in Table 3 below was trial-produced.
- Prototype DMB-APM Ace K No. PSE ratio to total weight (%) Weight ratio (mg DMB-APM content (%)
- Example 7 * * PSE 5%.
- Prototypes No. 1, 3 and 7 were used as control, and the cola solution containing carbon dioxide containing sucrose at a concentration of 10% was used as a control.
- Nine items of irritation, bitterness, aftertaste, astringency, cleanness, and mellowness were compared and evaluated.
- a prototype cola solution containing carbon dioxide of each of Nos. 4 to 6 (when Ace K is 5 or more in PSE conversion ratio) was used. In the same way, comparative evaluation was performed.
- DMB APM combined with Ace K improves sweetness, all with enhanced aftertaste, but with extremely strong aftertaste, astringency, bitterness, and crispness, And the mellowness became extremely weak, showing a balanced sweetness characteristic.
- N 20
- DMB—APM, APM, and Ace K a high-intensity sweetener composition having high-quality, well-balanced sweetness characteristics that cannot be obtained by using each of them alone is extremely high. Provided easily. Of course, it can be used in combination with diluents and excipients (including sucrose and the like) commonly used in this field. In particular, in a cola solution containing carbon dioxide, the sweetener composition of the present invention exerts its superiority. The present invention is not limited to this, and can be used as an improved sweetness composition in all applications. .
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Description
Claims
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP97942214A EP0974272B1 (en) | 1997-03-10 | 1997-10-01 | Sweetener composition improved in taste |
CA002277766A CA2277766C (en) | 1997-03-10 | 1997-10-01 | Sweetener composition improved in taste |
AU43980/97A AU727199B2 (en) | 1997-03-10 | 1997-10-01 | Sweetener composition improved in taste |
BRPI9714881-4B1A BR9714881B1 (pt) | 1997-03-10 | 1997-10-01 | Composição adoçante, e, bebida |
DE69737976T DE69737976T2 (de) | 1997-03-10 | 1997-10-01 | SÜßSTOFFZUSAMMENSETZUNG MIT VERBESSERTEM GESCHMACK |
KR10-1999-7006092A KR100486407B1 (ko) | 1997-03-10 | 1997-10-01 | 맛이 개선된 감미료 조성물 및 이를 함유하는 음료 |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9/54582 | 1997-03-10 | ||
JP05458397A JP3651162B2 (ja) | 1997-03-10 | 1997-03-10 | 甘味料組成物 |
JP9/54583 | 1997-03-10 | ||
JP05458297A JP3651161B2 (ja) | 1997-03-10 | 1997-03-10 | 改善された呈味を有する甘味料組成物 |
Publications (1)
Publication Number | Publication Date |
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WO1998039979A1 true WO1998039979A1 (fr) | 1998-09-17 |
Family
ID=26395353
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/JP1997/003500 WO1998039979A1 (fr) | 1997-03-10 | 1997-10-01 | Composition d'edulcorant au goût ameliore |
Country Status (14)
Country | Link |
---|---|
US (1) | US20020037350A1 (ja) |
EP (2) | EP0974272B1 (ja) |
KR (1) | KR100486407B1 (ja) |
CN (1) | CN1103559C (ja) |
AT (2) | ATE368391T1 (ja) |
AU (1) | AU727199B2 (ja) |
BR (1) | BR9714881B1 (ja) |
CA (1) | CA2277766C (ja) |
DE (2) | DE69737976T2 (ja) |
ES (2) | ES2346700T3 (ja) |
ID (1) | ID20943A (ja) |
MY (1) | MY119628A (ja) |
TW (1) | TW376304B (ja) |
WO (1) | WO1998039979A1 (ja) |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
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WO1999029713A1 (fr) * | 1997-12-11 | 1999-06-17 | Ajinomoto Co., Inc. | Separation et purification de l'aspartame et d'un derive d'aspartame |
WO1999030578A1 (en) * | 1997-12-17 | 1999-06-24 | The Nutrasweet Company | USE OF N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER IN DAIRY AND DAIRY ANALOGUE PRODUCTS |
WO1999030577A1 (en) * | 1997-12-17 | 1999-06-24 | The Nutrasweet Company | Tabletop sweetener compositions comprising sweetener with extremely high potency |
WO1999030566A1 (en) * | 1997-12-17 | 1999-06-24 | The Nutrasweet Company | USE OF N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER IN BAKED GOODS, FROSTINGS AND BAKERY FILLINGS |
WO1999030576A1 (en) * | 1997-12-17 | 1999-06-24 | The Nutrasweet Company | Beverage compositions comprising sweetener with extremely high potency |
WO2000043416A1 (en) * | 1999-01-25 | 2000-07-27 | The Nutrasweet Company | N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER SYNERGISTIC SWEETENER BLENDS |
WO2000056176A1 (en) * | 1999-03-25 | 2000-09-28 | The Nutrasweet Company | EDIBLE GELS SWEETENED WITH N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER |
WO2000056175A1 (en) * | 1999-03-22 | 2000-09-28 | The Nutrasweet Company | CEREALS AND CEREAL-BASED FOOD SWEETENED WITH N- [N-(3,3- DIMETHYLBUTYL) -L-α- ASPARTYL] -L-PHENYLALANINE 1-METHYL ESTER |
WO2000057726A1 (en) * | 1999-03-29 | 2000-10-05 | The Nutrasweet Company | NUTRACEUTICALS HAVING N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER |
US6180157B1 (en) * | 1999-02-18 | 2001-01-30 | The Nutrasweet Company | Process for preparing an N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester agglomerate |
WO2001010236A1 (en) * | 1999-08-11 | 2001-02-15 | The Nutrasweet Company | CONFECTIONERY FOOD PRODUCTS SWEETENED WITH N-[N-(3,3-DIMETHYLBUTYL)-1-α-ASPARTYL]-L-PHENYLALANINE METHYL ESTER |
EP1221448A1 (en) * | 1999-10-04 | 2002-07-10 | Ajinomoto Co., Inc. | Sweetener compositions with high degree of sweetness having improved sweetness, corrigents and utilization thereof |
US6506434B1 (en) * | 1999-08-06 | 2003-01-14 | The Nutrasweet Company | Process for coating N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester onto a carrier |
KR100565027B1 (ko) * | 1998-05-08 | 2006-03-30 | 아지노모토 가부시키가이샤 | 감미료 조성물 |
US9420813B2 (en) | 2007-05-08 | 2016-08-23 | Ajinomoto Co., Inc. | Sweetener |
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JPH11169132A (ja) * | 1997-12-15 | 1999-06-29 | Ajinomoto Co Inc | アスパルテームとアスパルテーム誘導体の混晶及びその製造方法 |
US6692778B2 (en) | 1998-06-05 | 2004-02-17 | Wm. Wrigley Jr. Company | Method of controlling release of N-substituted derivatives of aspartame in chewing gum |
CN1125597C (zh) * | 1998-06-05 | 2003-10-29 | Wm·雷格利Jr·公司 | 口香糖中阿斯巴甜的n-取代衍生物的控制释放方法和由此制备的口香糖 |
US20030008047A1 (en) * | 2000-03-17 | 2003-01-09 | Schroeder Steve A. | Stability enhancement of sweeteners using salts containing divalent or trivalent cations |
FR2822646B1 (fr) * | 2001-03-30 | 2005-03-11 | Roquette Freres | Edulcorants de table enrichis en fibres |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0838099A (ja) * | 1994-05-10 | 1996-02-13 | Hoechst Ag | 改善された蔗糖様味を有する甘味料およびその製造方法およびその使用方法 |
JPH08503026A (ja) * | 1992-11-19 | 1996-04-02 | イー・アイ・デユポン・ドウ・ヌムール・アンド・カンパニー | ダイヤモンドでコートされた形のある物品及びそれらの製造 |
JPH0951777A (ja) * | 1995-08-11 | 1997-02-25 | Ajinomoto Co Inc | 呈味改善剤及び呈味性の改善された食品 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2628294C3 (de) * | 1976-06-24 | 1978-12-14 | Hoechst Ag, 6000 Frankfurt | SUßstoffmischung mit verbessertem saccharoseähnlichem Geschmack |
FR2697844B1 (fr) * | 1992-11-12 | 1995-01-27 | Claude Nofre | Nouveaux composés dérivés de dipeptides ou d'analogues dipeptidiques utiles comme agents édulcorants, leur procédé de préparation. |
JP3643921B2 (ja) * | 1998-05-08 | 2005-04-27 | 味の素株式会社 | 新規甘味料組成物 |
JP3643922B2 (ja) * | 1998-05-08 | 2005-04-27 | 味の素株式会社 | 甘味料組成物 |
-
1997
- 1997-10-01 DE DE69737976T patent/DE69737976T2/de not_active Revoked
- 1997-10-01 ES ES07014890T patent/ES2346700T3/es not_active Expired - Lifetime
- 1997-10-01 AT AT97942214T patent/ATE368391T1/de not_active IP Right Cessation
- 1997-10-01 BR BRPI9714881-4B1A patent/BR9714881B1/pt active IP Right Grant
- 1997-10-01 EP EP97942214A patent/EP0974272B1/en not_active Revoked
- 1997-10-01 AT AT07014890T patent/ATE468760T1/de not_active IP Right Cessation
- 1997-10-01 EP EP07014890A patent/EP1852020B8/en not_active Revoked
- 1997-10-01 DE DE69739895T patent/DE69739895D1/de not_active Expired - Lifetime
- 1997-10-01 US US09/355,980 patent/US20020037350A1/en not_active Abandoned
- 1997-10-01 CN CN97181568A patent/CN1103559C/zh not_active Expired - Lifetime
- 1997-10-01 WO PCT/JP1997/003500 patent/WO1998039979A1/ja active IP Right Grant
- 1997-10-01 CA CA002277766A patent/CA2277766C/en not_active Expired - Lifetime
- 1997-10-01 AU AU43980/97A patent/AU727199B2/en not_active Revoked
- 1997-10-01 KR KR10-1999-7006092A patent/KR100486407B1/ko not_active Expired - Lifetime
- 1997-10-01 ES ES97942214T patent/ES2288307T3/es not_active Expired - Lifetime
- 1997-10-28 TW TW086115952A patent/TW376304B/zh not_active IP Right Cessation
-
1998
- 1998-02-27 MY MYPI98000872A patent/MY119628A/en unknown
- 1998-03-05 ID IDP980325A patent/ID20943A/id unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08503026A (ja) * | 1992-11-19 | 1996-04-02 | イー・アイ・デユポン・ドウ・ヌムール・アンド・カンパニー | ダイヤモンドでコートされた形のある物品及びそれらの製造 |
JPH0838099A (ja) * | 1994-05-10 | 1996-02-13 | Hoechst Ag | 改善された蔗糖様味を有する甘味料およびその製造方法およびその使用方法 |
JPH0951777A (ja) * | 1995-08-11 | 1997-02-25 | Ajinomoto Co Inc | 呈味改善剤及び呈味性の改善された食品 |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6613933B1 (en) | 1997-12-11 | 2003-09-02 | Ajinomoto Co., Inc. | Process for separating and purifying aspartame and a derivative thereof |
WO1999029713A1 (fr) * | 1997-12-11 | 1999-06-17 | Ajinomoto Co., Inc. | Separation et purification de l'aspartame et d'un derive d'aspartame |
WO1999030578A1 (en) * | 1997-12-17 | 1999-06-24 | The Nutrasweet Company | USE OF N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER IN DAIRY AND DAIRY ANALOGUE PRODUCTS |
WO1999030577A1 (en) * | 1997-12-17 | 1999-06-24 | The Nutrasweet Company | Tabletop sweetener compositions comprising sweetener with extremely high potency |
WO1999030566A1 (en) * | 1997-12-17 | 1999-06-24 | The Nutrasweet Company | USE OF N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER IN BAKED GOODS, FROSTINGS AND BAKERY FILLINGS |
WO1999030576A1 (en) * | 1997-12-17 | 1999-06-24 | The Nutrasweet Company | Beverage compositions comprising sweetener with extremely high potency |
KR100565027B1 (ko) * | 1998-05-08 | 2006-03-30 | 아지노모토 가부시키가이샤 | 감미료 조성물 |
WO2000043416A1 (en) * | 1999-01-25 | 2000-07-27 | The Nutrasweet Company | N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER SYNERGISTIC SWEETENER BLENDS |
US6180157B1 (en) * | 1999-02-18 | 2001-01-30 | The Nutrasweet Company | Process for preparing an N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester agglomerate |
US6365217B2 (en) | 1999-02-18 | 2002-04-02 | The Nutra Sweet Company | N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester agglomerate |
WO2000056175A1 (en) * | 1999-03-22 | 2000-09-28 | The Nutrasweet Company | CEREALS AND CEREAL-BASED FOOD SWEETENED WITH N- [N-(3,3- DIMETHYLBUTYL) -L-α- ASPARTYL] -L-PHENYLALANINE 1-METHYL ESTER |
WO2000056176A1 (en) * | 1999-03-25 | 2000-09-28 | The Nutrasweet Company | EDIBLE GELS SWEETENED WITH N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER |
WO2000057726A1 (en) * | 1999-03-29 | 2000-10-05 | The Nutrasweet Company | NUTRACEUTICALS HAVING N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER |
US6506434B1 (en) * | 1999-08-06 | 2003-01-14 | The Nutrasweet Company | Process for coating N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester onto a carrier |
WO2001010236A1 (en) * | 1999-08-11 | 2001-02-15 | The Nutrasweet Company | CONFECTIONERY FOOD PRODUCTS SWEETENED WITH N-[N-(3,3-DIMETHYLBUTYL)-1-α-ASPARTYL]-L-PHENYLALANINE METHYL ESTER |
EP1221448A4 (en) * | 1999-10-04 | 2003-01-15 | Ajinomoto Kk | HIGH-SWEETENESS SWEETENER COMPOSITIONS WITH INCREASED SWEETENESS POWER, TASTE CORRECTORS AND THEIR USE |
EP1221448A1 (en) * | 1999-10-04 | 2002-07-10 | Ajinomoto Co., Inc. | Sweetener compositions with high degree of sweetness having improved sweetness, corrigents and utilization thereof |
US6652901B2 (en) | 1999-10-04 | 2003-11-25 | Ajinomoto Co., Inc. | Sweetener compositions and uses thereof |
US9420813B2 (en) | 2007-05-08 | 2016-08-23 | Ajinomoto Co., Inc. | Sweetener |
Also Published As
Publication number | Publication date |
---|---|
CN1245400A (zh) | 2000-02-23 |
TW376304B (en) | 1999-12-11 |
US20020037350A1 (en) | 2002-03-28 |
EP0974272A1 (en) | 2000-01-26 |
CA2277766A1 (en) | 1998-09-17 |
DE69739895D1 (de) | 2010-07-08 |
ATE368391T1 (de) | 2007-08-15 |
KR20000062426A (ko) | 2000-10-25 |
EP1852020A1 (en) | 2007-11-07 |
ATE468760T1 (de) | 2010-06-15 |
BR9714881A (pt) | 2000-10-03 |
ID20943A (id) | 1999-04-01 |
EP0974272A4 (en) | 2001-09-12 |
AU727199B2 (en) | 2000-12-07 |
ES2288307T3 (es) | 2008-01-01 |
EP0974272B1 (en) | 2007-08-01 |
CN1103559C (zh) | 2003-03-26 |
AU4398097A (en) | 1998-09-29 |
DE69737976T2 (de) | 2008-04-30 |
EP1852020B8 (en) | 2010-10-20 |
ES2346700T3 (es) | 2010-10-19 |
DE69737976D1 (de) | 2007-09-13 |
BR9714881B1 (pt) | 2013-11-12 |
EP1852020B1 (en) | 2010-05-26 |
CA2277766C (en) | 2006-09-12 |
KR100486407B1 (ko) | 2005-04-29 |
MY119628A (en) | 2005-06-30 |
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