FI108730B - Menetelmä konjugoidun linolihapon valmistamiseksi - Google Patents

Menetelmä konjugoidun linolihapon valmistamiseksi Download PDF

Info

Publication number: FI108730B
Authority: FI; Finland
Prior art keywords: linoleic acid; cla; process according; detergent; conjugated linoleic
Prior art date: 1999-11-19

Application number

FI992477A

Other languages

English (en)

Finnish (fi)

Swedish (sv)

Other versions

FI19992477L (fi

Inventor

Tarja Suomalainen

Simo Laakso

Marjatta Vahvaselkae

Marja Maeyrae-Maekinen

Soile Sisko Tynkkynen

Auli Marjo Raunio

Original Assignee

Valio Oy

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1999-11-19

Filing date

1999-11-19

Publication date

2002-03-15

1999-11-19 Priority to FI992477A priority Critical patent/FI108730B/fi

1999-11-19 Application filed by Valio Oy filed Critical Valio Oy

2000-11-16 Priority to RU2002116367/13A priority patent/RU2265664C2/ru

2000-11-16 Priority to HR20020427 priority patent/HRP20020427B1/xx

2000-11-16 Priority to NZ518902A priority patent/NZ518902A/en

2000-11-16 Priority to CN00815851A priority patent/CN1391613A/zh

2000-11-16 Priority to AU17093/01A priority patent/AU770113B2/en

2000-11-16 Priority to BR0015663-9A priority patent/BR0015663A/pt

2000-11-16 Priority to HU0204173A priority patent/HU224704B1/hu

2000-11-16 Priority to JP2001538531A priority patent/JP2003514535A/ja

2000-11-16 Priority to EP00979692A priority patent/EP1240348A1/en

2000-11-16 Priority to PL00355658A priority patent/PL355658A1/xx

2000-11-16 Priority to EEP200200253A priority patent/EE200200253A/et

2000-11-16 Priority to CA002390572A priority patent/CA2390572A1/en

2000-11-16 Priority to PCT/FI2000/001004 priority patent/WO2001036653A1/en

2000-11-16 Priority to US10/130,426 priority patent/US6960456B1/en

2000-11-16 Priority to KR1020027006376A priority patent/KR20020065523A/ko

2000-11-16 Priority to CZ20021637A priority patent/CZ20021637A3/cs

2001-05-20 Publication of FI19992477L publication Critical patent/FI19992477L/fi

2002-03-15 Application granted granted Critical

2002-03-15 Publication of FI108730B publication Critical patent/FI108730B/fi

2002-05-03 Priority to ZA200203539A priority patent/ZA200203539B/en

2002-05-16 Priority to NO20022361A priority patent/NO20022361L/no

Links

OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 title claims description 228
JBYXPOFIGCOSSB-GOJKSUSPSA-N 9-cis,11-trans-octadecadienoic acid Chemical compound CCCCCC\C=C\C=C/CCCCCCCC(O)=O JBYXPOFIGCOSSB-GOJKSUSPSA-N 0.000 title claims description 131
229940108924 conjugated linoleic acid Drugs 0.000 title claims description 128
238000000034 method Methods 0.000 title claims description 37
230000008569 process Effects 0.000 title claims description 23
238000002360 preparation method Methods 0.000 title claims description 14
OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 claims description 106
235000020778 linoleic acid Nutrition 0.000 claims description 101
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 40
230000012010 growth Effects 0.000 claims description 25
241000894006 Bacteria Species 0.000 claims description 24
230000001580 bacterial effect Effects 0.000 claims description 24
238000004519 manufacturing process Methods 0.000 claims description 23
239000000693 micelle Substances 0.000 claims description 21
235000019260 propionic acid Nutrition 0.000 claims description 20
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 20
238000006243 chemical reaction Methods 0.000 claims description 16
241000186428 Propionibacterium freudenreichii Species 0.000 claims description 15
239000004094 surface-active agent Substances 0.000 claims description 12
235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 10
229920000053 polysorbate 80 Polymers 0.000 claims description 10
239000000203 mixture Substances 0.000 claims description 9
244000005700 microbiome Species 0.000 claims description 5
239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 claims 2
239000003599 detergent Substances 0.000 description 45
210000004027 cell Anatomy 0.000 description 29
235000010633 broth Nutrition 0.000 description 26
239000002609 medium Substances 0.000 description 22
238000000855 fermentation Methods 0.000 description 17
230000004151 fermentation Effects 0.000 description 17
239000005862 Whey Substances 0.000 description 14
102000007544 Whey Proteins Human genes 0.000 description 14
108010046377 Whey Proteins Proteins 0.000 description 14
239000000047 product Substances 0.000 description 14
235000014113 dietary fatty acids Nutrition 0.000 description 13
239000000194 fatty acid Substances 0.000 description 13
229930195729 fatty acid Natural products 0.000 description 13
150000004665 fatty acids Chemical class 0.000 description 13
238000007792 addition Methods 0.000 description 12
239000000243 solution Substances 0.000 description 11
230000000694 effects Effects 0.000 description 10
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
230000009422 growth inhibiting effect Effects 0.000 description 9
206010028980 Neoplasm Diseases 0.000 description 7
241000030538 Thecla Species 0.000 description 7
235000013305 food Nutrition 0.000 description 7
239000001963 growth medium Substances 0.000 description 7
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
201000011510 cancer Diseases 0.000 description 6
239000012466 permeate Substances 0.000 description 6
229950004959 sorbitan oleate Drugs 0.000 description 6
239000011550 stock solution Substances 0.000 description 6
NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 5
230000015572 biosynthetic process Effects 0.000 description 5
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235000013365 dairy product Nutrition 0.000 description 5
235000013336 milk Nutrition 0.000 description 5
239000008267 milk Substances 0.000 description 5
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239000000843 powder Substances 0.000 description 5
239000007858 starting material Substances 0.000 description 5
238000012360 testing method Methods 0.000 description 5
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235000015097 nutrients Nutrition 0.000 description 4
229920000136 polysorbate Polymers 0.000 description 4
230000002829 reductive effect Effects 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
102000004195 Isomerases Human genes 0.000 description 3
108090000769 Isomerases Proteins 0.000 description 3
241001465754 Metazoa Species 0.000 description 3
239000002253 acid Substances 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
229940041514 candida albicans extract Drugs 0.000 description 3
235000013351 cheese Nutrition 0.000 description 3
230000007423 decrease Effects 0.000 description 3
230000037213 diet Effects 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
239000012138 yeast extract Substances 0.000 description 3
OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 2
229920001817 Agar Polymers 0.000 description 2
201000001320 Atherosclerosis Diseases 0.000 description 2
241000605900 Butyrivibrio fibrisolvens Species 0.000 description 2
241000186660 Lactobacillus Species 0.000 description 2
241000186604 Lactobacillus reuteri Species 0.000 description 2
240000002129 Malva sylvestris Species 0.000 description 2
235000006770 Malva sylvestris Nutrition 0.000 description 2
BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
239000000654 additive Substances 0.000 description 2
230000000996 additive effect Effects 0.000 description 2
210000000577 adipose tissue Anatomy 0.000 description 2
239000008272 agar Substances 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
235000015278 beef Nutrition 0.000 description 2
235000013361 beverage Nutrition 0.000 description 2
239000000872 buffer Substances 0.000 description 2
239000005018 casein Substances 0.000 description 2
BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 2
235000021240 caseins Nutrition 0.000 description 2
239000003153 chemical reaction reagent Substances 0.000 description 2
HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
230000000875 corresponding effect Effects 0.000 description 2
238000012258 culturing Methods 0.000 description 2
238000011161 development Methods 0.000 description 2
230000018109 developmental process Effects 0.000 description 2
239000012153 distilled water Substances 0.000 description 2
239000003925 fat Substances 0.000 description 2
235000019197 fats Nutrition 0.000 description 2
235000019387 fatty acid methyl ester Nutrition 0.000 description 2
239000007789 gas Substances 0.000 description 2
239000003102 growth factor Substances 0.000 description 2
230000009931 harmful effect Effects 0.000 description 2
230000002401 inhibitory effect Effects 0.000 description 2
238000002347 injection Methods 0.000 description 2
239000007924 injection Substances 0.000 description 2
229940049918 linoleate Drugs 0.000 description 2
235000013372 meat Nutrition 0.000 description 2
150000004702 methyl esters Chemical class 0.000 description 2
238000002156 mixing Methods 0.000 description 2
239000006872 mrs medium Substances 0.000 description 2
238000002703 mutagenesis Methods 0.000 description 2
231100000350 mutagenesis Toxicity 0.000 description 2
210000004767 rumen Anatomy 0.000 description 2
239000000523 sample Substances 0.000 description 2
239000012064 sodium phosphate buffer Substances 0.000 description 2
239000000758 substrate Substances 0.000 description 2
JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 description 1
MGGVALXERJRIRO-UHFFFAOYSA-N 4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-2-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-1H-pyrazol-5-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)O MGGVALXERJRIRO-UHFFFAOYSA-N 0.000 description 1
ARSRBNBHOADGJU-UHFFFAOYSA-N 7,12-dimethyltetraphene Chemical compound C1=CC2=CC=CC=C2C2=C1C(C)=C(C=CC=C1)C1=C2C ARSRBNBHOADGJU-UHFFFAOYSA-N 0.000 description 1
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
241000186012 Bifidobacterium breve Species 0.000 description 1
208000005623 Carcinogenesis Diseases 0.000 description 1
102000004190 Enzymes Human genes 0.000 description 1
108090000790 Enzymes Proteins 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
241001529936 Murinae Species 0.000 description 1
241000699670 Mus sp. Species 0.000 description 1
101100192881 Neosartorya fumigata (strain ATCC MYA-4609 / Af293 / CBS 101355 / FGSC A1100) pyr8 gene Proteins 0.000 description 1
PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 1
241000283973 Oryctolagus cuniculus Species 0.000 description 1
102000004316 Oxidoreductases Human genes 0.000 description 1
108090000854 Oxidoreductases Proteins 0.000 description 1
241000282849 Ruminantia Species 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
208000005718 Stomach Neoplasms Diseases 0.000 description 1
230000009471 action Effects 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
239000013543 active substance Substances 0.000 description 1
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235000011114 ammonium hydroxide Nutrition 0.000 description 1
230000003698 anagen phase Effects 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
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239000008346 aqueous phase Substances 0.000 description 1
238000003556 assay Methods 0.000 description 1
235000013405 beer Nutrition 0.000 description 1
230000008901 benefit Effects 0.000 description 1
210000000481 breast Anatomy 0.000 description 1
235000014121 butter Nutrition 0.000 description 1
235000015155 buttermilk Nutrition 0.000 description 1
230000036952 cancer formation Effects 0.000 description 1
239000002775 capsule Substances 0.000 description 1
231100000357 carcinogen Toxicity 0.000 description 1
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239000003183 carcinogenic agent Substances 0.000 description 1
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238000004113 cell culture Methods 0.000 description 1
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239000003814 drug Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
238000001035 drying Methods 0.000 description 1
235000013399 edible fruits Nutrition 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
230000037406 food intake Effects 0.000 description 1
238000009472 formulation Methods 0.000 description 1
235000015244 frankfurter Nutrition 0.000 description 1
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235000015220 hamburgers Nutrition 0.000 description 1
235000013402 health food Nutrition 0.000 description 1
239000001307 helium Substances 0.000 description 1
229910052734 helium Inorganic materials 0.000 description 1
SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
230000010224 hepatic metabolism Effects 0.000 description 1
210000005260 human cell Anatomy 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
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239000003112 inhibitor Substances 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
239000002054 inoculum Substances 0.000 description 1
230000000968 intestinal effect Effects 0.000 description 1
238000002955 isolation Methods 0.000 description 1
238000006317 isomerization reaction Methods 0.000 description 1
235000015110 jellies Nutrition 0.000 description 1
239000008274 jelly Substances 0.000 description 1
229940001447 lactate Drugs 0.000 description 1
238000011031 large-scale manufacturing process Methods 0.000 description 1
239000010410 layer Substances 0.000 description 1
239000000787 lecithin Substances 0.000 description 1
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150000002632 lipids Chemical class 0.000 description 1
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235000016709 nutrition Nutrition 0.000 description 1
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239000003002 pH adjusting agent Substances 0.000 description 1
230000001717 pathogenic effect Effects 0.000 description 1
239000012071 phase Substances 0.000 description 1
JTJMJGYZQZDUJJ-UHFFFAOYSA-N phencyclidine Chemical compound C1CCCCN1C1(C=2C=CC=CC=2)CCCCC1 JTJMJGYZQZDUJJ-UHFFFAOYSA-N 0.000 description 1
239000008363 phosphate buffer Substances 0.000 description 1
235000020777 polyunsaturated fatty acids Nutrition 0.000 description 1
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235000011152 sodium sulphate Nutrition 0.000 description 1
239000007787 solid Substances 0.000 description 1
235000021262 sour milk Nutrition 0.000 description 1
235000011497 sour milk drink Nutrition 0.000 description 1
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Classifications

- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6409—Fatty acids
- C12P7/6427—Polyunsaturated fatty acids [PUFA], i.e. having two or more double bonds in their backbone
- C12P7/6431—Linoleic acids [18:2[n-6]]
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6472—Glycerides containing polyunsaturated fatty acid [PUFA] residues, i.e. having two or more double bonds in their backbone

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Zoology (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Wood Science & Technology (AREA)
Chemical Kinetics & Catalysis (AREA)
Bioinformatics & Cheminformatics (AREA)
General Chemical & Material Sciences (AREA)
Biotechnology (AREA)
Oil, Petroleum & Natural Gas (AREA)
Health & Medical Sciences (AREA)
Biochemistry (AREA)
Microbiology (AREA)
General Engineering & Computer Science (AREA)
General Health & Medical Sciences (AREA)
Genetics & Genomics (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

FI992477A 1999-11-19 1999-11-19 Menetelmä konjugoidun linolihapon valmistamiseksi FI108730B (fi)

Priority Applications (19)

Application Number	Priority Date	Filing Date	Title
FI992477A FI108730B (fi)	1999-11-19	1999-11-19	Menetelmä konjugoidun linolihapon valmistamiseksi
CA002390572A CA2390572A1 (en)	1999-11-19	2000-11-16	Method for preparing conjugated linoleic acid
NZ518902A NZ518902A (en)	1999-11-19	2000-11-16	Method for preparing conjugated linoleic acid
CN00815851A CN1391613A (zh)	1999-11-19	2000-11-16	制备共轭亚油酸的方法
AU17093/01A AU770113B2 (en)	1999-11-19	2000-11-16	Method for preparing conjugated linoleic acid
BR0015663-9A BR0015663A (pt)	1999-11-19	2000-11-16	Processo de preparação de ácido linoléico conjugado
HU0204173A HU224704B1 (en)	1999-11-19	2000-11-16	Method for preparing conjugated linoleic acid
JP2001538531A JP2003514535A (ja)	1999-11-19	2000-11-16	複合リノール酸を製造する方法
RU2002116367/13A RU2265664C2 (ru)	1999-11-19	2000-11-16	Способ получения конъюгированной линолевой кислоты
PL00355658A PL355658A1 (en)	1999-11-19	2000-11-16	Method for preparing conjugated linoleic acid
EEP200200253A EE200200253A (et)	1999-11-19	2000-11-16	Konjugeeritud linoleenhappe valmistamise meetod
HR20020427 HRP20020427B1 (en)	1999-11-19	2000-11-16	Method for preparing conjugated linoleic acid
PCT/FI2000/001004 WO2001036653A1 (en)	1999-11-19	2000-11-16	Method for preparing conjugated linoleic acid
US10/130,426 US6960456B1 (en)	1999-11-19	2000-11-16	Method for preparing conjugated linoleic acid
KR1020027006376A KR20020065523A (ko)	1999-11-19	2000-11-16	콘쥬게이티드 리놀산을 제조하는 방법
CZ20021637A CZ20021637A3 (cs)	1999-11-19	2000-11-16	Způsob přípravy konjugované kyseliny linolové z kyseliny linolové prostřednictvím mikroorganismů a tímto získaný výrobek
EP00979692A EP1240348A1 (en)	1999-11-19	2000-11-16	Method for preparing conjugated linoleic acid
ZA200203539A ZA200203539B (en)	1999-11-19	2002-05-03	Method for preparing conjugated linoleic acid.
NO20022361A NO20022361L (no)	1999-11-19	2002-05-16	Fremgangsmåte for fremstilling av konjugert linolsyre

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FI992477		1999-11-19
FI992477A FI108730B (fi)	1999-11-19	1999-11-19	Menetelmä konjugoidun linolihapon valmistamiseksi

Publications (2)

Publication Number	Publication Date
FI19992477L FI19992477L (fi)	2001-05-20
FI108730B true FI108730B (fi)	2002-03-15

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Application Number	Title	Priority Date	Filing Date
FI992477A FI108730B (fi)	1999-11-19	1999-11-19	Menetelmä konjugoidun linolihapon valmistamiseksi

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US (1)	US6960456B1 (et)
EP (1)	EP1240348A1 (et)
JP (1)	JP2003514535A (et)
KR (1)	KR20020065523A (et)
CN (1)	CN1391613A (et)
AU (1)	AU770113B2 (et)
BR (1)	BR0015663A (et)
CA (1)	CA2390572A1 (et)
CZ (1)	CZ20021637A3 (et)
EE (1)	EE200200253A (et)
FI (1)	FI108730B (et)
HR (1)	HRP20020427B1 (et)
HU (1)	HU224704B1 (et)
NO (1)	NO20022361L (et)
NZ (1)	NZ518902A (et)
PL (1)	PL355658A1 (et)
RU (1)	RU2265664C2 (et)
WO (1)	WO2001036653A1 (et)
ZA (1)	ZA200203539B (et)

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FI115842B (fi) *	2002-03-27	2005-07-29	Valio Oy	Menetelmä konjugoidun linolihapon valmistamiseksi
KR100686557B1 (ko) *	2004-08-16	2007-02-23	씨제이 주식회사	체지방 저하 기능성 락토바실러스 람노서스와 이를 함유한 식품
CA2591781A1 (en) *	2004-12-23	2006-06-29	Isotechnika, Inc.	Method for biotransformation of the clyclosporin compound isa247
ES2277546B1 (es) *	2005-11-21	2008-06-16	Natraceutical, S.A.	Procedimiento microbiano de produccion de isomeros especificos de acidos linoleicos conjugados.
US20100092604A1 (en) *	2007-04-24	2010-04-15	Ellen Maria Elizabeth Mulder	Beverage Composition Comprising CLA
RU2478295C2 (ru) *	2007-04-24	2013-04-10	Липид Нутришн Б.В.	Йогурт с низким содержанием сахара
CN106578140A (zh) *	2016-12-13	2017-04-26	青岛嘉瑞生物技术有限公司	一种海蓬子保健香油

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* Cited by examiner, † Cited by third party
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RU2022019C1 (ru) *	1991-06-28	1994-10-30	Институт микробиологии РАН	Способ получения комплекса биологически активных липидов
RU2020155C1 (ru) *	1992-12-30	1994-09-30	Акционерное общество "Партнер"	Штамм гриба hypomyces rosellus - продуцент липидов с одновременным присутствием органического пигмента
US5856149A (en) *	1995-06-01	1999-01-05	Wisconsin Alumni Research Foundation	Method of producing conjugated fatty acids
SE9704584L (sv)	1997-12-05	1999-07-19	Lennart Bjoerck	Framställning av konjugerad linolsyra
EP1042451A4 (en)	1997-12-23	2001-07-04	Dcv Inc	LINOLEAT ISOMERASE
US6706501B1 (en) *	1999-06-30	2004-03-16	Arkion Life Sciences Llc	Polynucleotide encoding a propionibacterium linoleate isomerase and uses thereof

1999
- 1999-11-19 FI FI992477A patent/FI108730B/fi active
2000
- 2000-11-16 HU HU0204173A patent/HU224704B1/hu not_active IP Right Cessation
- 2000-11-16 US US10/130,426 patent/US6960456B1/en not_active Expired - Fee Related
- 2000-11-16 CN CN00815851A patent/CN1391613A/zh active Pending
- 2000-11-16 CA CA002390572A patent/CA2390572A1/en not_active Abandoned
- 2000-11-16 WO PCT/FI2000/001004 patent/WO2001036653A1/en not_active Ceased
- 2000-11-16 HR HR20020427 patent/HRP20020427B1/xx not_active IP Right Cessation
- 2000-11-16 KR KR1020027006376A patent/KR20020065523A/ko not_active Ceased
- 2000-11-16 JP JP2001538531A patent/JP2003514535A/ja active Pending
- 2000-11-16 CZ CZ20021637A patent/CZ20021637A3/cs unknown
- 2000-11-16 AU AU17093/01A patent/AU770113B2/en not_active Ceased
- 2000-11-16 PL PL00355658A patent/PL355658A1/xx not_active Application Discontinuation
- 2000-11-16 EE EEP200200253A patent/EE200200253A/et unknown
- 2000-11-16 RU RU2002116367/13A patent/RU2265664C2/ru not_active IP Right Cessation
- 2000-11-16 NZ NZ518902A patent/NZ518902A/en unknown
- 2000-11-16 BR BR0015663-9A patent/BR0015663A/pt not_active IP Right Cessation
- 2000-11-16 EP EP00979692A patent/EP1240348A1/en not_active Withdrawn
2002
- 2002-05-03 ZA ZA200203539A patent/ZA200203539B/en unknown
- 2002-05-16 NO NO20022361A patent/NO20022361L/no not_active Application Discontinuation

Also Published As

Publication number	Publication date
AU1709301A (en)	2001-05-30
US6960456B1 (en)	2005-11-01
CZ20021637A3 (cs)	2002-11-13
HUP0204173A3 (en)	2004-07-28
RU2002116367A (ru)	2004-02-10
WO2001036653A1 (en)	2001-05-25
EP1240348A1 (en)	2002-09-18
BR0015663A (pt)	2002-07-23
HRP20020427A2 (en)	2003-08-31
HUP0204173A2 (hu)	2003-03-28
HRP20020427B1 (en)	2004-12-31
NO20022361D0 (no)	2002-05-16
CA2390572A1 (en)	2001-05-25
NZ518902A (en)	2003-07-25
KR20020065523A (ko)	2002-08-13
ZA200203539B (en)	2003-08-04
RU2265664C2 (ru)	2005-12-10
FI19992477L (fi)	2001-05-20
HU224704B1 (en)	2006-01-30
JP2003514535A (ja)	2003-04-22
CN1391613A (zh)	2003-01-15
AU770113B2 (en)	2004-02-12
EE200200253A (et)	2003-06-16
PL355658A1 (en)	2004-05-04
NO20022361L (no)	2002-07-10

Publication	Publication Date	Title
Wang et al.	2007	Production of conjugated linoleic acid by Propionibacterium freudenreichii
Oh et al.	2003	Production of conjugated linoleic acid by isolated Bifidobacterium strains
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FI108730B (fi)	2002-03-15	Menetelmä konjugoidun linolihapon valmistamiseksi
Razmjooei et al.	2020	Effect of metal support and different carbon sources on CLA production using Lactobacillus plantarum
FI115842B (fi)	2005-07-29	Menetelmä konjugoidun linolihapon valmistamiseksi
CN100368552C (zh)	2008-02-13	制备共轭脂肪酸的方法
WO2003087344A1 (en)	2003-10-23	New strains capable of producing conjugated linoleic acid, capsulated composition comprising them, and the preparation methods thereof
EP0858501B1 (fr)	2005-07-06	Ferments lactiques, et leur utilisation pour l'obtention de produits hypocholesterolemiants
KR100417390B1 (ko)	2004-02-05	신규 미생물 비피도박테리움 브레베 ｌｍｃ7 비피더스균주, 동 균주를 이용한 공액이중결합 지방산의 생산방법및 동 균주를 이용한 발효유의 제조방법
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KR100464642B1 (ko)	2005-01-03	락토바실러스 플란타룸 케이와이 1032
Ham et al.	2002	Screening of conjugated linoleic acid producing lactic acid bacteria from fecal samples of healthy babies
Abouelwafa et al.	2024	Production of conjugated linoleic acid from safflower oil as precursor by probiotic cultures
JP2007252333A (ja)	2007-10-04	共役高度不飽和脂肪酸類の製造方法
Suteebut et al.	2016	Factors affecting conjugated linoleic acid production by Lactobacillus plantarum GSI 303.
MATULOVÁ et al.	2009	Composition of conjugated linoleic acid isomers formed by Lactobacillus and Bifidobacterium spp. in conversion media
Joshi et al.	2017	In-vitro Screening and Characterisation of Conjugated Linoleic Acid Producing Lactic Acid Bacteria
Salamon et al.	2009	POVEĆANJE SADRŽAJA KONJUGIRANE LINOLNE KISELINE MLIJEČNIH PROIZVODA DODAVANJEM SUNCOKRETOVOG ULJA
Jenkins	2000	Production of conjugated Linoleic Acid by lactobacillus Reuteri ATCC 55739
JP2005087194A (ja)	2005-04-07	微生物を用いた共役高度不飽和脂肪酸含有培養物および共役高度不飽和脂肪酸含有油脂の製造方法