WO1994019929A2 - Graines de brassica ayant des niveaux reduits de glucosinolates - Google Patents
Graines de brassica ayant des niveaux reduits de glucosinolates Download PDFInfo
- Publication number
- WO1994019929A2 WO1994019929A2 PCT/US1994/001869 US9401869W WO9419929A2 WO 1994019929 A2 WO1994019929 A2 WO 1994019929A2 US 9401869 W US9401869 W US 9401869W WO 9419929 A2 WO9419929 A2 WO 9419929A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- glucosinolate
- seed
- glucosinolates
- meal
- seeds
- Prior art date
Links
- 241000219198 Brassica Species 0.000 title abstract description 13
- 235000011331 Brassica Nutrition 0.000 title abstract description 10
- 125000004383 glucosinolate group Chemical group 0.000 claims abstract description 86
- 235000012054 meals Nutrition 0.000 claims abstract description 33
- 241000196324 Embryophyta Species 0.000 claims abstract description 26
- 240000000385 Brassica napus var. napus Species 0.000 claims description 24
- 235000014698 Brassica juncea var multisecta Nutrition 0.000 claims description 21
- 235000006008 Brassica napus var napus Nutrition 0.000 claims description 21
- 235000006618 Brassica rapa subsp oleifera Nutrition 0.000 claims description 21
- 235000004977 Brassica sinapistrum Nutrition 0.000 claims description 21
- -1 2-hydroxy-3-butenyl Chemical group 0.000 claims description 17
- NCWFGOSXGPNCHQ-KAMPLNKDSA-N Gluconapin Natural products OC[C@H]1O[C@H](SC=NCCC=C)[C@H](O)[C@@H](O)[C@@H]1O NCWFGOSXGPNCHQ-KAMPLNKDSA-N 0.000 claims description 13
- PLYQBXHVYUJNQB-IIPHORNXSA-N gluconapin Chemical compound OC[C@H]1O[C@@H](S\C(CCC=C)=N/OS(O)(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O PLYQBXHVYUJNQB-IIPHORNXSA-N 0.000 claims description 12
- CSMYCLLHRFFFLG-ABVFHMHLSA-N 4-Hydroxyglucobrassicin Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1S\C(=N\OS(O)(=O)=O)CC1=CNC2=CC=CC(O)=C12 CSMYCLLHRFFFLG-ABVFHMHLSA-N 0.000 claims description 9
- CSMYCLLHRFFFLG-IRHMCKRBSA-N 4-hydroxyglucobrassicin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1SC(=NOS(O)(=O)=O)CC1=CNC2=CC=CC(O)=C12 CSMYCLLHRFFFLG-IRHMCKRBSA-N 0.000 claims description 9
- 230000035772 mutation Effects 0.000 description 18
- 239000000203 mixture Substances 0.000 description 15
- 239000003921 oil Substances 0.000 description 13
- 235000019198 oils Nutrition 0.000 description 13
- QEKDLBSHZCJKRO-UHFFFAOYSA-N (-)-5-(2-Propenyl)-2-oxazolidinethione Chemical compound C=CCC1CNC(=S)O1 QEKDLBSHZCJKRO-UHFFFAOYSA-N 0.000 description 10
- 231100000350 mutagenesis Toxicity 0.000 description 10
- 238000002703 mutagenesis Methods 0.000 description 9
- MYHSVHWQEVDFQT-KBHNZSCUSA-N (2R)-2-Hydroxybut-3-enylglucosinolate Chemical compound OC[C@H]1O[C@@H](S\C(C[C@H](O)C=C)=N/OS(O)(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O MYHSVHWQEVDFQT-KBHNZSCUSA-N 0.000 description 7
- XMJFVIGTHMOGNZ-NSUIRHMESA-N Glucobrassicanapin Natural products S(=O)(=O)(O/N=C(/S[C@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)\CCCC=C)O XMJFVIGTHMOGNZ-NSUIRHMESA-N 0.000 description 7
- ZEGLQSKFSKZGRO-IJSGRZKHSA-N Gluconapoleiferin Natural products OC[C@H]1O[C@@H](SC(=NOS(=O)(=O)O)C[C@H](O)CC=C)[C@H](O)[C@@H](O)[C@@H]1O ZEGLQSKFSKZGRO-IJSGRZKHSA-N 0.000 description 7
- VZUNGTLZRAYYDE-UHFFFAOYSA-N N-methyl-N'-nitro-N-nitrosoguanidine Chemical compound O=NN(C)C(=N)N[N+]([O-])=O VZUNGTLZRAYYDE-UHFFFAOYSA-N 0.000 description 7
- MYHSVHWQEVDFQT-QQRMYPQYSA-N epi-progoitrin Natural products S(=O)(=O)(O/N=C(\S[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1)/C[C@H](O)C=C)O MYHSVHWQEVDFQT-QQRMYPQYSA-N 0.000 description 7
- XMJFVIGTHMOGNZ-AHMUMSBHSA-N glucobrassicanapin Chemical compound OC[C@H]1O[C@@H](S\C(CCCC=C)=N/OS(O)(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O XMJFVIGTHMOGNZ-AHMUMSBHSA-N 0.000 description 7
- MYHSVHWQEVDFQT-CJVJHIQOSA-N progoitrin Natural products S(=O)(=O)(O/N=C(/S[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](CO)O1)\C[C@@H](O)C=C)O MYHSVHWQEVDFQT-CJVJHIQOSA-N 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
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- JRJLFQURIXLQJD-YCLXMMFGSA-N glucobrassicin Natural products OC[C@@H]1O[C@H](SC(=NOS(=O)(=O)O)[C@H](O)[C@H](O)Cc2c[nH]c3ccccc23)[C@@H](O)[C@H](O)[C@H]1O JRJLFQURIXLQJD-YCLXMMFGSA-N 0.000 description 6
- 239000000872 buffer Substances 0.000 description 5
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- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
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- 240000008100 Brassica rapa Species 0.000 description 2
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- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
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- 239000005642 Oleic acid Substances 0.000 description 2
- ZEGLQSKFSKZGRO-RELRXRRDSA-N [(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (3s)-3-hydroxy-n-sulfooxyhex-5-enimidothioate Chemical compound OC[C@H]1O[C@@H](SC(C[C@@H](O)CC=C)=NOS(O)(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O ZEGLQSKFSKZGRO-RELRXRRDSA-N 0.000 description 2
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- 238000003976 plant breeding Methods 0.000 description 2
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- 108090000623 proteins and genes Proteins 0.000 description 2
- CIJQGPVMMRXSQW-UHFFFAOYSA-M sodium;2-aminoacetic acid;hydroxide Chemical compound O.[Na+].NCC([O-])=O CIJQGPVMMRXSQW-UHFFFAOYSA-M 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 238000007619 statistical method Methods 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
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- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
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- 244000140786 Brassica hirta Species 0.000 description 1
- 244000178993 Brassica juncea Species 0.000 description 1
- 235000011293 Brassica napus Nutrition 0.000 description 1
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 description 1
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- QQGLQYQXUKHWPX-SUYBVFMFSA-N benzyl glucosinolate Natural products S(=O)(=O)(O/N=C(/S[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](CO)O1)\Cc1ccccc1)O QQGLQYQXUKHWPX-SUYBVFMFSA-N 0.000 description 1
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- ZMMJGEGLRURXTF-UHFFFAOYSA-N ethidium bromide Chemical compound [Br-].C12=CC(N)=CC=C2C2=CC=C(N)C=C2[N+](CC)=C1C1=CC=CC=C1 ZMMJGEGLRURXTF-UHFFFAOYSA-N 0.000 description 1
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- 239000008103 glucose Substances 0.000 description 1
- QQGLQYQXUKHWPX-RFEZBLSLSA-N glucotropeolin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1S\C(=N/OS(O)(=O)=O)CC1=CC=CC=C1 QQGLQYQXUKHWPX-RFEZBLSLSA-N 0.000 description 1
- 201000003872 goiter Diseases 0.000 description 1
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- 231100000707 mutagenic chemical Toxicity 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
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- QKFAFSGJTMHRRY-OCFLFPRFSA-M potassium;[(e)-1-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylbut-3-enylideneamino] sulfate Chemical compound [K+].OC[C@H]1O[C@@H](S\C(CC=C)=N\OS([O-])(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O QKFAFSGJTMHRRY-OCFLFPRFSA-M 0.000 description 1
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- 102000004169 proteins and genes Human genes 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01H—NEW PLANTS OR NON-TRANSGENIC PROCESSES FOR OBTAINING THEM; PLANT REPRODUCTION BY TISSUE CULTURE TECHNIQUES
- A01H1/00—Processes for modifying genotypes ; Plants characterised by associated natural traits
- A01H1/10—Processes for modifying non-agronomic quality output traits, e.g. for industrial processing; Value added, non-agronomic traits
- A01H1/101—Processes for modifying non-agronomic quality output traits, e.g. for industrial processing; Value added, non-agronomic traits involving biosynthetic or metabolic pathways, i.e. metabolic engineering, e.g. nicotine or caffeine
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01H—NEW PLANTS OR NON-TRANSGENIC PROCESSES FOR OBTAINING THEM; PLANT REPRODUCTION BY TISSUE CULTURE TECHNIQUES
- A01H5/00—Angiosperms, i.e. flowering plants, characterised by their plant parts; Angiosperms characterised otherwise than by their botanic taxonomy
- A01H5/10—Seeds
Definitions
- the present invention relates to Brassica seeds, meal, plant lines and progeny thereof having a reduced level of glucosinolates.
- Canola meal is widely employed as a protein supplement in animal feed.
- the feeding value of canola meal is reduced due to the anti-nutritive effects of the breakdown products of the glucosinolates, which reduce feed intake and growth in non-ruminant animals.
- Glucosinolates in the seed are broken down during the extraction process by the enzyme myrosinase to form isothiocyanates and nitriles. These breakdown products may also inhibit thyroid function, leading to goiter.
- the feed value of canola meal can be improved by reducing or eliminating glucosinolates from canola seeds.
- Typical glucosinolate levels in canola meal and seed are disclosed in the following references: 1) Shahidi et al. Journal of Food Quality, 11, 421-431 (1989), and 2) Lichter et al., Plant Breeding 100, 209-221 (1988) and 3) Kraling et al., Plant Breeding, 105, 33-39 (1990).
- the typical range for the glucosinolates content of conventional B. napus double low canola, varieties in mmol/g of seed at 40% oil content and 8.5% moisture is as follows:
- the present invention provides B. napus lines, seeds, and meal having a reduced level of glucosinolates. SUMMARY OF INVENTION
- the present invention comprises a seed comprising a.
- Brassica napus canola variety having a maximum content of glucosinolates of about 3.4 mmol/g seed and belonging to a line in which said glucosinolate content has been stabilized for both the generation to which the seed belongs and its parent generation and progeny thereof.
- the present invention further comprises a plant line comprising a Brassica napus canola variety which produces seeds having a maximum content of glucosinolates of about 3.4 mmol/g seed and in which said glucosinolate content is stabilized for both the generation to which the seed belongs and its parent generation.
- the present invention further comprises a canola meal derived from the above-described seeds.
- This canola meal has a maximum content of glucosinolates of 5.7 mmol/g of oil free meal.
- the present invention provides seeds, meal and plant lines having a reduced level of glucosinolates generated by creating specific mutations in the glucosinolate biosynthetic pathway.
- Scheme I depicts the biosynthetic pathway of major aliphatic glucosinolates in Brassica.
- a "line” is a group of plants that display little or no genetic variation between individuals for at least one trait. Such lines may be created by several generations of self-pollination and selection, or vegetative propagation from a single parent using tissue or cell culture techniques. As used herein, the term “variety” refers to a line which is used for commercial production.
- mutation refers to a detectable and heritable genetic change not caused by segregation or genetic recombination.
- “Mutant” refers to an individual, or lineage of individuals, possessing a genetic mutation.
- the term “Mutagenesis” refers to the use of a mutagenic agent to induce random genetic mutations within a population of individuals. The treated population, or a subsequent generation of that population, is then screened for usable trait(s) that result from the mutations. A “population” is any group of individuals that share a common gene pool. As used herein "M Q " is untreated seed.
- Mi is the seed (and resulting plants) exposed to a mutagenic agent
- M2 is the progeny (seeds and plants) of self-pollinated M A plants
- M3 is the progeny of self-pollinated M2 plants
- M4 is the progeny of self-pollinated M3 plants.
- M 5 is the progeny of self-pollinated M4 plants.
- Mg is the progeny of self-pollinated plants of the previous generation.
- progeny as used herein means the plants and seeds of all subsequent generations resulting from a particular designated generation.
- Stability or “stable” as used herein means that with respect to a given component, the component is maintained from generation to generation for at least two generations and preferably at least three generations at substantially the same level, e.g., preferably ⁇ 15%, more preferably ⁇ 10%, most preferably ⁇ 5%.
- the method of invention is capable of creating lines with improved glucosinolate compositions stable up to ⁇ 5% from generation to generation.
- the above stability may be affected by temperature, location, soil fertility, stress and time of planting. Thus, comparison of glucosinolate profiles should be made from seeds produced under similar growing conditions. Stability may be measured based on knowledge of prior generation.
- Brassica plants whose seed oil contains less than 2% erucic acid.
- the same varieties have also been bred so that the defatted meal contains less than 30 mmol glucosinolates/gram.
- "Canola seed” is referred to herein as the seed of the genus Brassica which shall contain less than 30 mmoles of total glucosinolates per gram of whole seed at a moisture content of 8.5%; and the oil component of such seed shall contain less than 2% of all fatty acids as erucic acid.
- canola meal is used herein to describe a protein meal derived from seeds of the genus Brassica containing less than 30 mmoles of total glucosinolates per gram of defatted meal at a moisture content of 8.5%.
- canola oil is used herein to describe an oil derived from the seed of the genus Brassica, with less than 2% of all fatty acids as erucic acid.
- the glucosinolate contents for the present invention are reported as mmol/gm seed at 40% oil content and at a moisture content of 8.5%.
- the reported values to older references mmol/gm of seed can be converted to mmol/gm of oil free meal, at 8.5% moisture using the following conversion: (mmol/gm seed)/(l .0 - 0.4).
- a comparison of this conversion from mmol of glucosinolates/gm of seed to mmol of glucosinolates/gm of defatted meal at 8.5% moisture using field grown IMC 129 seed is presented in Table V in Example 1 hereinafter.
- IMC 129 seeds (M Q ) were mutagenized with N-methyl-N'-nitro-N- nitrosoguanidine (MNNG).
- MNNG N-methyl-N'-nitro-N- nitrosoguanidine
- IMC 129 is a canola quality commercial Spring variety with high oleic acid grown by InterMountain Canola Inc. in the northwestern United States registered under U.S. Plant Variety Protection Certificate 9100151.
- the glucosinolate composition of field-grown IMC 129 has remained stable under commercial production.
- the glucosinolate composition as mmoles per gram of whole seed at a moisture content of 8.5% and 40% oil content is as follows: 8.77 of total glucosinolates, 3.97 of 2-hydroxy-3-butenyl glucosinolate, 0.38 of allyl glucosinolate, 0.35 of 2-hydroxy-4-pentyl glucosinolate, 1.84 of 3-butenyl glucosinolate, 1.66 of 4-hydroxy-3-indolyl methyl glucosinolate, 0.22 of 4-pentyl glucosinolate, and 0.32 of 3-indolylmethyl glucosinolate.
- the disclosed method may be applied to all oilseed Brassica species, and to both Spring and Winter maturing types within each species.
- Physical mutagens including but not limited to X-rays, UV rays, and other physical treatments which cause chromosome damage, and other chemical mutagens, including but not limited to ethidium bromide, nitrosoguanidine, diepoxybutane etc. may also be used to induce mutations.
- the mutagenesis treatment may also be applied to other stages of plant development, including but not limited to cell cultures, embryos, microspores and shoot spices. Once the mutation has been identified it can be transferred into other B. napus varieties by cross-pollination.
- the present invention includes such cross-pollinated species.
- the Mj seeds derived from the mutagenesis treatment were planted in the greenhouse and Mj plants were individually self-pollinated.
- M2 seed was harvested and planted in the greenhouse, and individually self-pollinated to advance to the next generation.
- M3 seeds were screened for total glucosinolate content using a TruBluGlu meter. This meter is available from Dr. R. J. W. Truscott at Systrix Pty. Ltd., University of Wollongong, P.O. Box 1144, Wollongong, N.S .W. 25000, Australia.
- the analytical procedure employed is detailed in Truscott et al., Proceedings of the Eighth International Rapeseed Congress 1991, McGregor, D., Ed., Vol. 5, pp. 1425-1427.
- Example 1 M4 seeds were analyzed by high pressure liquid chromatography to determine specific alterations in the glucosinolate composition. Those lines which remained stable in glucosinolate content were regarded as stable mutations.
- M4 seeds were evaluated for mutations on the basis of a Z-distribution.
- An extremely stringent 1 in 10,000 rejection rate was employed to establish statistical thresholds to distinguish mutation events from existing variation.
- Mean and standard deviation values were determined from the non-mutagenized IMC 129 control population.
- the upper and lower statistical thresholds for each glucosinolate were determined from the mean value of the population ⁇ the standard deviation, multiplied by the Z-distribution. Based on a population size of 10,000, the confidence interval is 99.99%.
- Stable mutations as used herein are defined as M3 or more advanced lines which maintain a selected altered glucosinolate profile for a minimum of three generations, and exceeding established statistical thresholds for a minimum of two generations, as determined by liquid chromatographic analysis of a minimum of 200 mg (approximately 50 seeds) of randomly selected seeds. Alternatively, stability may be measured in the same way by comparing to subsequent generations. In subsequent generations, stability is defined as having similar glucosinolate profiles in the seed as that of the prior or subsequent generation when grown under substantially similar conditions.
- Stable mutants having reduced levels of glucosinolates were obtained. Seeds and plant lines producing such seeds, having a maximum glucosinolate content of 3.4 mmoles per g seed were obtained. Generally, the total glucosinolate as mmol/g of seed ranged from 2.01 to 3.41. The maximum content and range for the individual glucosinolates is as follows as mmol/g seed at 8.5% moisture and 40% oil content:
- the glucosinolate content of the canola meal derived from the seeds of these stable mutants was calculated as previously described from the seed glucosinolate content.
- the meal has a maximum total glucosinolate content of 5.7 mmol/g on an oil free basis at 8.5% moisture. Generally, the total glucosinolate content ranged from 3.4 to 5.7 mmol/g.
- the individual glucosinolate levels are as follows in mmol/g of oil free meal at 8.5% moisture.
- IMC 129 seeds (M Q ) were mutagenized with N-methyl-N'-nitro-N- nitrosoguanidine (MNNG).
- MNNG N-methyl-N'-nitro-N- nitrosoguanidine
- IMC 129 is a canola quality commercial Spring variety with high oleic acid grown by InterMountain Canola Inc. in the northwestern United States.
- the glucosinolate composition of field-grown IMC 129 is as described above and has remained stable under commercial production.
- Prior to mutagenesis 45,000 seeds of IMC 129 were preimbibed in 300 seed lots for two hours on wet filter paper saturated in 0.05 M Sorenson's buffer (pH 6.1). The preimbibed seeds were placed in 1.0 mM MNNG for three hours.
- the M2 seed from individual plants were catalogued and stored. Approximately 9,500 individual M2 lines were sown in the greenhouse in 4 inch pots containing Pro-Mix soil. The plants were maintained at 25°C/15°C,
- the M3 seed was screened using the TruBluGlu meter available from Dr. R. J. W. Truscott at Systrix Pty, Ltd., University of Wollongong, P.O. Box
- the means and standard deviations were calculated from an external control population of non-mutagenized IMC 129 grown next to the mutagenized lines.
- Statistical thresholds were established for the glucosinolates using the control populations.
- the lower thresholds were determined to be 3.6 standard deviations below the IMC 129 control means with a 99.99% confidence interval.
- the lower thresholds used in the greenhouse selection are listed in Table IV. Selected M3 lines with altered glucosinolate compositions were planted in the greenhouse to advance the next generation.
- Table I summarizes the reduced level of glucosinolates for the mutant lines generated. Significant reductions in the levels of 2-hydroxy-3-butenyl glucosinolate, 3-butenyl glucosinolate, and 4-hydroxy-3-indolylmethyl glucosinolate contributed to the overall low levels of total glucosinolates.
- Table I presents the resulting overall glucosinolate compositions for the mutant lines of the present invention.
- Table II presents the resulting glucosinolate compositions of mutants having low 2-hydroxy-3-butenyl glucosinolate for several indicated lines.
- Table El presents the glucosinolate compositions of selected mutants with low 4-hydroxy-3-indolylmethyl glucosinolate for the lines indicated.
- Table IV illustrates the statistical thresholds employed for selection of the low glucosinolate mutations.
- Table V presents glucosinolate values for the control IMC 129. All values represent mmoles glucosinolate per gram of seed at 8.5% moisture and 40% oil content or per gram of oil free meal at 8.5% moisture as indicated.
- PROG Progoitrin 2-Hydroxy-3-butenyl glucosinolate ALLYL (Sinigrin) Allyl glucosinolate NAPOL (Napoleiferin) 2-Hydroxy-4-pentenyl glucosinolate
- GLUCO Gluconapin 3-Butenyl glucosinolate 4-OH (4-OH Glucobrassicin) 4-Hydroxy-3-indolylmethyl glucosinolate
- GLUCOBN Glucobrassicanapin
- GLUCOBB Glucobrassicin 3-Indolylmethyl glucosinolate
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Abstract
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT94910149T ATE192016T1 (de) | 1993-02-25 | 1994-02-22 | Brassica mit niedrigem glucosinolate gehalt |
AU62703/94A AU696492B2 (en) | 1993-02-25 | 1994-02-22 | Low level glucosinolate (brassica) |
DK94910149T DK0685993T3 (da) | 1993-02-25 | 1994-02-22 | Brassica med lavt glucosinolatindhold |
US08/507,394 US5866762A (en) | 1993-02-25 | 1994-02-22 | Low level glucosinolate brassica |
CA002157019A CA2157019C (fr) | 1993-02-25 | 1994-02-22 | Brassica a faible teneur en glucosinolate |
DE69424155T DE69424155T2 (de) | 1993-02-25 | 1994-02-22 | Brassica mit niedrigem glucosinolate gehalt |
EP94910149A EP0685993B1 (fr) | 1993-02-25 | 1994-02-22 | GRAINES DE $i(BRASSICA) AYANT DES NIVEAUX REDUITS DE GLUCOSINOLATES |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US2323893A | 1993-02-25 | 1993-02-25 | |
US08/023,238 | 1993-02-25 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
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US2323893A Continuation | 1993-02-25 | 1993-02-25 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US09/240,831 Continuation US6225533B1 (en) | 1993-02-25 | 1999-02-01 | Low level glucosinolate Brassica |
Publications (2)
Publication Number | Publication Date |
---|---|
WO1994019929A2 true WO1994019929A2 (fr) | 1994-09-15 |
WO1994019929A3 WO1994019929A3 (fr) | 1995-01-12 |
Family
ID=21813901
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1994/001869 WO1994019929A2 (fr) | 1993-02-25 | 1994-02-22 | Graines de brassica ayant des niveaux reduits de glucosinolates |
Country Status (7)
Country | Link |
---|---|
US (2) | US5866762A (fr) |
EP (1) | EP0685993B1 (fr) |
AT (1) | ATE192016T1 (fr) |
AU (1) | AU696492B2 (fr) |
DE (1) | DE69424155T2 (fr) |
DK (1) | DK0685993T3 (fr) |
WO (1) | WO1994019929A2 (fr) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0771878A1 (fr) * | 1995-10-31 | 1997-05-07 | Plant Genetic Systems N.V. | Plantes à teneur réduite en glucosinolates |
US6225533B1 (en) | 1993-02-25 | 2001-05-01 | Cargill, Incorporated | Low level glucosinolate Brassica |
WO2001037642A1 (fr) * | 1999-11-26 | 2001-05-31 | National Dairy Development Board | Nouvelle lignee vegetale de brassica napus |
KR100473484B1 (ko) * | 1995-09-15 | 2005-07-18 | 존스 홉킨스 스쿨 오브 메디슨 | 겨자과식물의싹또는종자로부터추출된글루코시놀레이트와이소티오시아네이트및당해추출방법,이를포함하는암화학보호성식품,환제또는정제,및당해암화학보호성식품의제조방법 |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100257369B1 (ko) * | 1997-05-19 | 2000-05-15 | 구본준 | 횡전계방식액정표시장치 |
US6706953B2 (en) | 1999-11-24 | 2004-03-16 | Dhara Vegetable Oil And Food Company Limited | Brassica napus plant line NUDB-38 |
ES2323644T3 (es) | 2003-08-21 | 2009-07-22 | Monsanto Technology Llc | Desaturasas de acidos grasos procedentes de primula. |
WO2005102310A1 (fr) | 2004-04-16 | 2005-11-03 | Monsanto Technology Llc | Expression de desaturases d'acide gras de mais |
WO2006052662A2 (fr) * | 2004-11-04 | 2006-05-18 | Monsanto Technology Llc | Compositions d'huile a concentration elevee en acides gras polyinsatures |
ITBO20050416A1 (it) * | 2005-06-22 | 2006-12-23 | Claudio Cerato | Composizione per la cura e/o la prevenzione di attacchi da parte di agenti biologici |
CA2645148C (fr) * | 2006-03-10 | 2018-05-22 | Monsanto Technology Llc | Compositions d'huiles et de graines de soja et procedes de fabrication |
CA2683735A1 (fr) * | 2007-04-12 | 2008-10-23 | Dow Agrosciences Llc | Nouveaux cultivars de canola presentant des profils de productivite elevee et de stabilisation en acides gras |
EP2379709B1 (fr) * | 2008-12-18 | 2015-06-03 | Dianaplantsciences, Inc. | Culture de cellules végétales pour la production de produits naturels présentant une contamination aux glucosinolates réduite |
US9480271B2 (en) | 2009-09-15 | 2016-11-01 | Monsanto Technology Llc | Soybean seed and oil compositions and methods of making same |
CA3041371A1 (fr) | 2009-12-18 | 2011-06-23 | Cargill Incorporated | Plantes du genre brassica donnant des huiles a faible teneur totale en acides gras satures |
US9695434B2 (en) | 2010-05-25 | 2017-07-04 | Cargill, Incorporated | Brassica plants yielding oils with a low alpha linolenic acid content |
WO2011150028A2 (fr) | 2010-05-25 | 2011-12-01 | Cargill, Incorporated | Plantes du genre brassica donnant des huiles à faible teneur en acide alpha-linolénique |
US8558065B2 (en) | 2010-12-30 | 2013-10-15 | Agrigenetics, Inc. | Canola cultivar G31064 |
US9603322B2 (en) | 2010-12-30 | 2017-03-28 | Agrigenetics, Inc. | Canola cultivars having high yield and stabilized fatty acid profiles |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3005039A1 (de) * | 1980-02-11 | 1981-08-20 | Siegfried 2301 Osdorf Bieder | Verfahren und vorrichtung zur verbrennung von locker gelagerten feststoffen |
US4889921A (en) * | 1987-04-29 | 1989-12-26 | The University Of Toronto Innovations Foundation | Production of rapeseed protein materials |
ATE110224T1 (de) * | 1987-12-31 | 1994-09-15 | Pioneer Hi Bred Int | Produktion von raps mit erhöhtem ölsäuregehalt. |
US5077071A (en) * | 1989-09-06 | 1991-12-31 | Epe Incorporated | Oil extrusion process |
CA2089265C (fr) * | 1990-08-30 | 2002-02-26 | Lorin R. Debonte | Graines, plantes et huiles a profil d'acide gras modifie |
EP0685993B1 (fr) | 1993-02-25 | 2000-04-26 | Cargill, Incorporated | GRAINES DE $i(BRASSICA) AYANT DES NIVEAUX REDUITS DE GLUCOSINOLATES |
-
1994
- 1994-02-22 EP EP94910149A patent/EP0685993B1/fr not_active Expired - Lifetime
- 1994-02-22 AU AU62703/94A patent/AU696492B2/en not_active Ceased
- 1994-02-22 WO PCT/US1994/001869 patent/WO1994019929A2/fr active IP Right Grant
- 1994-02-22 DE DE69424155T patent/DE69424155T2/de not_active Expired - Fee Related
- 1994-02-22 DK DK94910149T patent/DK0685993T3/da active
- 1994-02-22 US US08/507,394 patent/US5866762A/en not_active Expired - Lifetime
- 1994-02-22 AT AT94910149T patent/ATE192016T1/de not_active IP Right Cessation
-
1999
- 1999-02-01 US US09/240,831 patent/US6225533B1/en not_active Expired - Fee Related
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6225533B1 (en) | 1993-02-25 | 2001-05-01 | Cargill, Incorporated | Low level glucosinolate Brassica |
KR100473484B1 (ko) * | 1995-09-15 | 2005-07-18 | 존스 홉킨스 스쿨 오브 메디슨 | 겨자과식물의싹또는종자로부터추출된글루코시놀레이트와이소티오시아네이트및당해추출방법,이를포함하는암화학보호성식품,환제또는정제,및당해암화학보호성식품의제조방법 |
EP0771878A1 (fr) * | 1995-10-31 | 1997-05-07 | Plant Genetic Systems N.V. | Plantes à teneur réduite en glucosinolates |
WO1997016559A1 (fr) * | 1995-10-31 | 1997-05-09 | Plant Genetic Systems, N.V. | Plantes presentant une teneur reduite en glucosinolate |
WO2001037642A1 (fr) * | 1999-11-26 | 2001-05-31 | National Dairy Development Board | Nouvelle lignee vegetale de brassica napus |
Also Published As
Publication number | Publication date |
---|---|
DK0685993T3 (da) | 2000-08-07 |
DE69424155D1 (de) | 2000-05-31 |
DE69424155T2 (de) | 2000-10-19 |
US5866762A (en) | 1999-02-02 |
WO1994019929A3 (fr) | 1995-01-12 |
US6225533B1 (en) | 2001-05-01 |
EP0685993B1 (fr) | 2000-04-26 |
AU696492B2 (en) | 1998-09-10 |
EP0685993A1 (fr) | 1995-12-13 |
AU6270394A (en) | 1994-09-26 |
ATE192016T1 (de) | 2000-05-15 |
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