DE3123975A1 - Verfahren zur enzymatischen herstellung von l-carnitin - Google Patents
Verfahren zur enzymatischen herstellung von l-carnitinInfo
- Publication number
- DE3123975A1 DE3123975A1 DE19813123975 DE3123975A DE3123975A1 DE 3123975 A1 DE3123975 A1 DE 3123975A1 DE 19813123975 DE19813123975 DE 19813123975 DE 3123975 A DE3123975 A DE 3123975A DE 3123975 A1 DE3123975 A1 DE 3123975A1
- Authority
- DE
- Germany
- Prior art keywords
- carnitine
- spores
- atcc
- butyrobetaine
- group
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims description 39
- PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 title claims description 23
- 238000004519 manufacturing process Methods 0.000 title claims description 10
- 230000002255 enzymatic effect Effects 0.000 title description 6
- 230000008569 process Effects 0.000 claims description 13
- 102000008109 Mixed Function Oxygenases Human genes 0.000 claims description 10
- 108010074633 Mixed Function Oxygenases Proteins 0.000 claims description 10
- 239000003638 chemical reducing agent Substances 0.000 claims description 8
- 238000005805 hydroxylation reaction Methods 0.000 claims description 8
- 239000000243 solution Substances 0.000 claims description 8
- 241000221961 Neurospora crassa Species 0.000 claims description 7
- 230000033444 hydroxylation Effects 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- 238000011282 treatment Methods 0.000 claims description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 239000003599 detergent Substances 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 102000016938 Catalase Human genes 0.000 claims description 3
- 108010053835 Catalase Proteins 0.000 claims description 3
- 241001362614 Crassa Species 0.000 claims description 3
- -1 alkali metal salts Chemical class 0.000 claims description 3
- YBGBJYVHJTVUSL-UHFFFAOYSA-L disodium;2-oxopentanedioate Chemical compound [Na+].[Na+].[O-]C(=O)CCC(=O)C([O-])=O YBGBJYVHJTVUSL-UHFFFAOYSA-L 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 235000010323 ascorbic acid Nutrition 0.000 claims description 2
- 239000007853 buffer solution Substances 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 150000000996 L-ascorbic acids Chemical class 0.000 claims 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 claims 1
- 241000894007 species Species 0.000 claims 1
- 229960004203 carnitine Drugs 0.000 description 22
- 102000004190 Enzymes Human genes 0.000 description 10
- 108090000790 Enzymes Proteins 0.000 description 10
- 241000894006 Bacteria Species 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- JHPNVNIEXXLNTR-UHFFFAOYSA-N 4-(trimethylammonio)butanoate Chemical compound C[N+](C)(C)CCCC([O-])=O JHPNVNIEXXLNTR-UHFFFAOYSA-N 0.000 description 6
- 238000000926 separation method Methods 0.000 description 6
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 4
- ZSLZBFCDCINBPY-ZSJPKINUSA-N acetyl-CoA Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 ZSLZBFCDCINBPY-ZSJPKINUSA-N 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- PHIQHXFUZVPYII-LURJTMIESA-N (S)-carnitine Chemical compound C[N+](C)(C)C[C@@H](O)CC([O-])=O PHIQHXFUZVPYII-LURJTMIESA-N 0.000 description 3
- 230000001580 bacterial effect Effects 0.000 description 3
- PHIQHXFUZVPYII-UHFFFAOYSA-N carnitine Chemical compound C[N+](C)(C)CC(O)CC([O-])=O PHIQHXFUZVPYII-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 108010066477 Carnitine O-acetyltransferase Proteins 0.000 description 2
- 102100036357 Carnitine O-acetyltransferase Human genes 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 230000001476 alcoholic effect Effects 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
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 235000021588 free fatty acids Nutrition 0.000 description 2
- 230000001965 increasing effect Effects 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 229930027945 nicotinamide-adenine dinucleotide Natural products 0.000 description 2
- 239000008057 potassium phosphate buffer Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- LSPHULWDVZXLIL-LDWIPMOCSA-N (?)-Camphoric acid Chemical compound CC1(C)[C@@H](C(O)=O)CC[C@@]1(C)C(O)=O LSPHULWDVZXLIL-LDWIPMOCSA-N 0.000 description 1
- KWIXGIMKELMNGH-ZCFIWIBFSA-O (R)-carnitinamide Chemical compound C[N+](C)(C)C[C@H](O)CC(N)=O KWIXGIMKELMNGH-ZCFIWIBFSA-O 0.000 description 1
- KPGXRSRHYNQIFN-UHFFFAOYSA-N 2-oxoglutaric acid Chemical compound OC(=O)CCC(=O)C(O)=O KPGXRSRHYNQIFN-UHFFFAOYSA-N 0.000 description 1
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical group N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000511343 Chondrostoma nasus Species 0.000 description 1
- 101001083553 Homo sapiens Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial Proteins 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 102100029107 Long chain 3-hydroxyacyl-CoA dehydrogenase Human genes 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- 102000000717 Lysine methyltransferases Human genes 0.000 description 1
- 108050008120 Lysine methyltransferases Proteins 0.000 description 1
- BAWFJGJZGIEFAR-NNYOXOHSSA-N NAD zwitterion Chemical compound NC(=O)C1=CC=C[N+]([C@H]2[C@@H]([C@H](O)[C@@H](COP([O-])(=O)OP(O)(=O)OC[C@@H]3[C@H]([C@@H](O)[C@@H](O3)N3C4=NC=NC(N)=C4N=C3)O)O2)O)=C1 BAWFJGJZGIEFAR-NNYOXOHSSA-N 0.000 description 1
- 208000008589 Obesity Diseases 0.000 description 1
- 241000009328 Perro Species 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- 108090000992 Transferases Proteins 0.000 description 1
- 102000004357 Transferases Human genes 0.000 description 1
- BOPGDPNILDQYTO-NDOGXIPWSA-N [[(2r,3r,4r,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2r,3r,4r,5r)-5-(3-carbamoyl-4h-pyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate Chemical compound C1=CCC(C(=O)N)=CN1[C@H]1[C@H](O)[C@@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2[C@@H]([C@@H](O)[C@@H](O2)N2C3=NC=NC(N)=C3N=C2)O)O1 BOPGDPNILDQYTO-NDOGXIPWSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000002948 appetite stimulant Substances 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 239000013060 biological fluid Substances 0.000 description 1
- 230000001851 biosynthetic effect Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- KWIXGIMKELMNGH-UHFFFAOYSA-O carnitinamide Chemical compound C[N+](C)(C)CC(O)CC(N)=O KWIXGIMKELMNGH-UHFFFAOYSA-O 0.000 description 1
- 210000002421 cell wall Anatomy 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000005515 coenzyme Substances 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 208000019622 heart disease Diseases 0.000 description 1
- 210000005003 heart tissue Anatomy 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- 230000002906 microbiologic effect Effects 0.000 description 1
- 210000001589 microsome Anatomy 0.000 description 1
- 210000003470 mitochondria Anatomy 0.000 description 1
- 230000002438 mitochondrial effect Effects 0.000 description 1
- 210000001700 mitochondrial membrane Anatomy 0.000 description 1
- 230000002107 myocardial effect Effects 0.000 description 1
- 229950006238 nadide Drugs 0.000 description 1
- BOPGDPNILDQYTO-NNYOXOHSSA-N nicotinamide-adenine dinucleotide Chemical compound C1=CCC(C(=O)N)=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2[C@H]([C@@H](O)[C@@H](O2)N2C3=NC=NC(N)=C3N=C2)O)O1 BOPGDPNILDQYTO-NNYOXOHSSA-N 0.000 description 1
- 235000020824 obesity Nutrition 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000033764 rhythmic process Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- UQDJGEHQDNVPGU-UHFFFAOYSA-N serine phosphoethanolamine Chemical compound [NH3+]CCOP([O-])(=O)OCC([NH3+])C([O-])=O UQDJGEHQDNVPGU-UHFFFAOYSA-N 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 229940100890 silver compound Drugs 0.000 description 1
- 150000003379 silver compounds Chemical class 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 229910001961 silver nitrate Inorganic materials 0.000 description 1
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical class [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
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
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/007—Carnitine; Butyrobetaine; Crotonobetaine
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/0004—Oxidoreductases (1.)
- C12N9/0006—Oxidoreductases (1.) acting on CH-OH groups as donors (1.1)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y101/00—Oxidoreductases acting on the CH-OH group of donors (1.1)
- C12Y101/01—Oxidoreductases acting on the CH-OH group of donors (1.1) with NAD+ or NADP+ as acceptor (1.1.1)
- C12Y101/01108—Carnitine 3-dehydrogenase (1.1.1.108)
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/911—Microorganisms using fungi
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Genetics & Genomics (AREA)
- General Health & Medical Sciences (AREA)
- General Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Biomedical Technology (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Enzymes And Modification Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT86253/80A IT1142201B (it) | 1980-06-24 | 1980-06-24 | Procedimento per la produzione enzimatica di l-carnitina |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3123975A1 true DE3123975A1 (de) | 1982-03-11 |
| DE3123975C2 DE3123975C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1990-10-11 |
Family
ID=11330417
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19813123975 Granted DE3123975A1 (de) | 1980-06-24 | 1981-06-19 | Verfahren zur enzymatischen herstellung von l-carnitin |
Country Status (9)
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7718414B2 (en) | 2005-07-07 | 2010-05-18 | Cj Cheiljedang Corp. | Microorganism of Enterobacteriacae genus haboring genes associated with L-carnitine biosynthesis and method of producing L-carnitine using the microorganism |
| US7901923B2 (en) | 2005-07-19 | 2011-03-08 | Cj Cheiljedang Corporation | Microorganism of Enterobacteriacae genus harboring genes associated with L-carnitine biosynthesis and method of producing L-carnitine using the microorganism |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4642290A (en) * | 1982-12-06 | 1987-02-10 | Sih Charles J | Process for preparing a compound for use in the production of L-carnitine |
| JPS59183694A (ja) * | 1983-04-05 | 1984-10-18 | Hamari Yakuhin Kogyo Kk | 光学活性なカルニチンの生化学的製造法 |
| JPS59192095A (ja) * | 1983-04-13 | 1984-10-31 | Ajinomoto Co Inc | Ｌ−カルニチンの製造法 |
| US4710468A (en) * | 1983-10-24 | 1987-12-01 | Sigma-Tau Industrie Pharmaceutiche Riunite S.P.A. | Process for preparing L-carnitine and chemical intermediates employed therein |
| DD221905B1 (de) * | 1983-11-03 | 1987-03-18 | Univ Leipzig | Verfahren zur herstellung von l(-)-carnitin und seinen derivaten |
| US4584270A (en) * | 1984-01-23 | 1986-04-22 | Wisconsin Alumni Research Foundation | Process for preparing optically-active 4-amino-3-hydroxybutyric acid |
| FI86889C (fi) * | 1984-03-29 | 1992-10-26 | Lonza Ag | Foerfarande foer framstaellning av av l-karnitin pao mikrobiologiskt saett |
| ZA852808B (en) * | 1984-04-20 | 1985-11-27 | Wisconsin Alumni Res Found | Process for preparing l-carnitine |
| US4751182A (en) * | 1984-04-20 | 1988-06-14 | Wisconsin Alumni Research Foundation | Process for preparing L-carnitine from DL-carnitine |
| CH664374A5 (de) * | 1985-02-27 | 1988-02-29 | Lonza Ag | Verfahren zur herstellung von l-carnitin auf mikrobiologischem weg. |
| US5248601A (en) * | 1986-03-14 | 1993-09-28 | Franco Francalanci | Process for preparing L(-)-carnitine chloride |
| GB2195630B (en) * | 1986-08-26 | 1990-07-18 | Chuo Kaseihin Co Inc | Method for producing carnitine, l-carnitineamide hydrolase and method for producing same |
| JPH0669381B2 (ja) * | 1987-12-04 | 1994-09-07 | 協和醗酵工業株式会社 | カルニチンの製造法 |
| JPH0291049A (ja) * | 1988-09-21 | 1990-03-30 | Lonza Ag | ｒ―ブチロベタインの製造方法 |
| CA2018137C (en) * | 1989-06-14 | 2000-01-11 | Thomas Scholl | L-carnitine magnesium citrate |
| KR100255039B1 (ko) | 1997-07-28 | 2000-05-01 | 박영구 | L-카르니틴의제조방법 |
| EP1151130B1 (en) | 1998-10-27 | 2005-03-02 | Sigma-Tau Industrie Farmaceutiche Riunite S.p.A. | Coenzyme useful for the synthesis of l-carnitine |
| US6337197B2 (en) * | 1998-10-27 | 2002-01-08 | Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. | Coenzymes useful for the synthesis of L-carnitine |
| DE10315760A1 (de) * | 2003-04-07 | 2004-10-21 | Basf Ag | L-Carnitin Dehydrogenasen, deren Derivate und ein Verfahren zur Herstellung von substituierten (S)-Alkanolen |
| KR100565732B1 (ko) * | 2004-02-26 | 2006-03-28 | 씨제이 주식회사 | 뉴로스포라 크라사 기원의 감마부티로베타인 하이드록실라제 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2398046A1 (fr) * | 1977-07-18 | 1979-02-16 | Inst Francais Du Petrole | Synthese enzymatique de la l-carnitine |
-
1980
- 1980-06-24 IT IT86253/80A patent/IT1142201B/it active
-
1981
- 1981-06-18 SE SE8103851A patent/SE443803B/sv not_active IP Right Cessation
- 1981-06-19 DE DE19813123975 patent/DE3123975A1/de active Granted
- 1981-06-23 AT AT0276881A patent/AT379615B/de not_active IP Right Cessation
- 1981-06-23 FR FR8112332A patent/FR2485564B1/fr not_active Expired
- 1981-06-23 CH CH4159/81A patent/CH650274A5/it not_active IP Right Cessation
- 1981-06-23 GB GB8119340A patent/GB2078742B/en not_active Expired
- 1981-06-23 JP JP56098128A patent/JPS5739791A/ja active Granted
- 1981-06-24 US US06/277,008 patent/US4371618A/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2398046A1 (fr) * | 1977-07-18 | 1979-02-16 | Inst Francais Du Petrole | Synthese enzymatique de la l-carnitine |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7718414B2 (en) | 2005-07-07 | 2010-05-18 | Cj Cheiljedang Corp. | Microorganism of Enterobacteriacae genus haboring genes associated with L-carnitine biosynthesis and method of producing L-carnitine using the microorganism |
| US7901923B2 (en) | 2005-07-19 | 2011-03-08 | Cj Cheiljedang Corporation | Microorganism of Enterobacteriacae genus harboring genes associated with L-carnitine biosynthesis and method of producing L-carnitine using the microorganism |
Also Published As
| Publication number | Publication date |
|---|---|
| CH650274A5 (it) | 1985-07-15 |
| SE443803B (sv) | 1986-03-10 |
| SE8103851L (sv) | 1981-12-25 |
| IT8086253A0 (it) | 1980-06-24 |
| FR2485564B1 (fr) | 1985-07-12 |
| JPS5739791A (en) | 1982-03-05 |
| IT1142201B (it) | 1986-10-08 |
| FR2485564A1 (fr) | 1981-12-31 |
| JPH022591B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1990-01-18 |
| GB2078742B (en) | 1984-01-18 |
| US4371618A (en) | 1983-02-01 |
| AT379615B (de) | 1986-02-10 |
| ATA276881A (de) | 1985-06-15 |
| GB2078742A (en) | 1982-01-13 |
| DE3123975C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1990-10-11 |
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