SK30598A3 - Process for producing d-pantoic acid and d-pantothenic acid or salts thereof - Google Patents

Process for producing d-pantoic acid and d-pantothenic acid or salts thereof Download PDF

Info

Publication number: SK30598A3
Authority: SK; Slovakia
Prior art keywords: acid; pantothenic acid; gene; sphere; pantoic
Prior art date: 1995-09-13

Application number

SK305-98A

Other languages

English (en)

Slovak (sk)

Inventor

Takeo Moriya

Yuichi Hikichi

Yumiko Moriya

Takamasa Yamaguchi

Original Assignee

Takeda Chemical Industries Ltd

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.)

1995-09-13

Filing date

1996-09-11

Publication date

1999-01-11

1996-09-11 Application filed by Takeda Chemical Industries Ltd filed Critical Takeda Chemical Industries Ltd

1999-01-11 Publication of SK30598A3 publication Critical patent/SK30598A3/sk

Links

GHOKWGTUZJEAQD-UHFFFAOYSA-N pantothenic acid Chemical compound OCC(C)(C)C(O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-UHFFFAOYSA-N 0.000 title claims abstract description 128
238000000034 method Methods 0.000 title claims abstract description 52
OTOIIPJYVQJATP-BYPYZUCNSA-N (R)-pantoic acid Chemical compound OCC(C)(C)[C@@H](O)C(O)=O OTOIIPJYVQJATP-BYPYZUCNSA-N 0.000 title claims abstract description 47
150000003839 salts Chemical class 0.000 title claims description 35
UCMIRNVEIXFBKS-UHFFFAOYSA-N beta-alanine Chemical compound NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 claims abstract description 56
244000005700 microbiome Species 0.000 claims abstract description 40
229940000635 beta-alanine Drugs 0.000 claims abstract description 28
GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 claims description 78
108090000623 proteins and genes Proteins 0.000 claims description 55
230000015572 biosynthetic process Effects 0.000 claims description 49
229940055726 pantothenic acid Drugs 0.000 claims description 40
239000011713 pantothenic acid Substances 0.000 claims description 40
235000019161 pantothenic acid Nutrition 0.000 claims description 39
239000013612 plasmid Substances 0.000 claims description 38
150000001413 amino acids Chemical class 0.000 claims description 25
238000004519 manufacturing process Methods 0.000 claims description 21
241000588724 Escherichia coli Species 0.000 claims description 19
238000009825 accumulation Methods 0.000 claims description 4
238000012258 culturing Methods 0.000 claims description 3
239000002609 medium Substances 0.000 abstract description 23
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 10
229910052799 carbon Inorganic materials 0.000 abstract description 8
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 abstract description 7
239000008103 glucose Substances 0.000 abstract description 7
239000001963 growth medium Substances 0.000 abstract description 7
238000009833 condensation Methods 0.000 abstract description 3
230000005494 condensation Effects 0.000 abstract description 3
108020004414 DNA Proteins 0.000 description 26
210000004027 cell Anatomy 0.000 description 17
230000001580 bacterial effect Effects 0.000 description 16
239000012634 fragment Substances 0.000 description 16
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 12
KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 11
239000000126 substance Substances 0.000 description 11
239000004474 valine Substances 0.000 description 11
SERHXTVXHNVDKA-BYPYZUCNSA-N (R)-pantolactone Chemical compound CC1(C)COC(=O)[C@@H]1O SERHXTVXHNVDKA-BYPYZUCNSA-N 0.000 description 10
SERHXTVXHNVDKA-UHFFFAOYSA-N pantolactone Chemical compound CC1(C)COC(=O)C1O SERHXTVXHNVDKA-UHFFFAOYSA-N 0.000 description 10
108010000700 Acetolactate synthase Proteins 0.000 description 9
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
108010044467 Isoenzymes Proteins 0.000 description 7
239000013611 chromosomal DNA Substances 0.000 description 7
239000013078 crystal Substances 0.000 description 7
230000000694 effects Effects 0.000 description 7
239000000203 mixture Substances 0.000 description 7
239000013598 vector Substances 0.000 description 7
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 6
FAPWYRCQGJNNSJ-UBKPKTQASA-L calcium D-pantothenic acid Chemical compound [Ca+2].OCC(C)(C)[C@@H](O)C(=O)NCCC([O-])=O.OCC(C)(C)[C@@H](O)C(=O)NCCC([O-])=O FAPWYRCQGJNNSJ-UBKPKTQASA-L 0.000 description 6
230000006696 biosynthetic metabolic pathway Effects 0.000 description 5
229960002079 calcium pantothenate Drugs 0.000 description 5
ROWKJAVDOGWPAT-UHFFFAOYSA-N Acetoin Chemical compound CC(O)C(C)=O ROWKJAVDOGWPAT-UHFFFAOYSA-N 0.000 description 4
241000894006 Bacteria Species 0.000 description 4
241000588722 Escherichia Species 0.000 description 4
239000002253 acid Substances 0.000 description 4
239000012528 membrane Substances 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
239000002994 raw material Substances 0.000 description 4
239000000523 sample Substances 0.000 description 4
238000011144 upstream manufacturing Methods 0.000 description 4
SERHXTVXHNVDKA-SCSAIBSYSA-N (3s)-3-hydroxy-4,4-dimethyloxolan-2-one Chemical compound CC1(C)COC(=O)[C@H]1O SERHXTVXHNVDKA-SCSAIBSYSA-N 0.000 description 3
108090000790 Enzymes Proteins 0.000 description 3
102000004190 Enzymes Human genes 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
238000002425 crystallisation Methods 0.000 description 3
238000005516 engineering process Methods 0.000 description 3
238000000855 fermentation Methods 0.000 description 3
230000004151 fermentation Effects 0.000 description 3
230000007062 hydrolysis Effects 0.000 description 3
238000006460 hydrolysis reaction Methods 0.000 description 3
229910052943 magnesium sulfate Inorganic materials 0.000 description 3
235000019341 magnesium sulphate Nutrition 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
DPJRMOMPQZCRJU-UHFFFAOYSA-M thiamine hydrochloride Chemical compound Cl.[Cl-].CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N DPJRMOMPQZCRJU-UHFFFAOYSA-M 0.000 description 3
229960000344 thiamine hydrochloride Drugs 0.000 description 3
235000019190 thiamine hydrochloride Nutrition 0.000 description 3
239000011747 thiamine hydrochloride Substances 0.000 description 3
229940088594 vitamin Drugs 0.000 description 3
229930003231 vitamin Natural products 0.000 description 3
235000013343 vitamin Nutrition 0.000 description 3
239000011782 vitamin Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
HRTOQFBQOFIFEE-UHFFFAOYSA-N 2-dehydropantolactone Chemical compound CC1(C)COC(=O)C1=O HRTOQFBQOFIFEE-UHFFFAOYSA-N 0.000 description 2
JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
229920001817 Agar Polymers 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
-1 DL-pantothenic acid ester Chemical class 0.000 description 2
241001646716 Escherichia coli K-12 Species 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
238000002105 Southern blotting Methods 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
239000008272 agar Substances 0.000 description 2
KLOHDWPABZXLGI-YWUHCJSESA-M ampicillin sodium Chemical compound [Na+].C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C([O-])=O)(C)C)=CC=CC=C1 KLOHDWPABZXLGI-YWUHCJSESA-M 0.000 description 2
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
239000000920 calcium hydroxide Substances 0.000 description 2
229910001861 calcium hydroxide Inorganic materials 0.000 description 2
229940041514 candida albicans extract Drugs 0.000 description 2
150000001720 carbohydrates Chemical class 0.000 description 2
235000014633 carbohydrates Nutrition 0.000 description 2
238000007796 conventional method Methods 0.000 description 2
230000008025 crystallization Effects 0.000 description 2
239000000284 extract Substances 0.000 description 2
235000013312 flour Nutrition 0.000 description 2
239000000499 gel Substances 0.000 description 2
238000004128 high performance liquid chromatography Methods 0.000 description 2
238000009396 hybridization Methods 0.000 description 2
GFAZHVHNLUBROE-UHFFFAOYSA-N hydroxymethyl propionaldehyde Natural products CCC(=O)CO GFAZHVHNLUBROE-UHFFFAOYSA-N 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
239000003077 lignite Substances 0.000 description 2
239000006166 lysate Substances 0.000 description 2
230000003287 optical effect Effects 0.000 description 2
150000007524 organic acids Chemical class 0.000 description 2
235000005985 organic acids Nutrition 0.000 description 2
229910052698 phosphorus Inorganic materials 0.000 description 2
239000011574 phosphorus Substances 0.000 description 2
239000013600 plasmid vector Substances 0.000 description 2
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 2
108091008146 restriction endonucleases Proteins 0.000 description 2
YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
239000007858 starting material Substances 0.000 description 2
239000006228 supernatant Substances 0.000 description 2
239000000725 suspension Substances 0.000 description 2
238000012360 testing method Methods 0.000 description 2
150000003722 vitamin derivatives Chemical class 0.000 description 2
239000012138 yeast extract Substances 0.000 description 2
YYLQUHNPNCGKJQ-NHYDCYSISA-N (3R)-3-hydroxy-L-aspartic acid Chemical compound OC(=O)[C@@H](N)[C@@H](O)C(O)=O YYLQUHNPNCGKJQ-NHYDCYSISA-N 0.000 description 1
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
PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
QHKABHOOEWYVLI-UHFFFAOYSA-N 3-methyl-2-oxobutanoic acid Chemical compound CC(C)C(=O)C(O)=O QHKABHOOEWYVLI-UHFFFAOYSA-N 0.000 description 1
OPIFSICVWOWJMJ-AEOCFKNESA-N 5-bromo-4-chloro-3-indolyl beta-D-galactoside Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1OC1=CNC2=CC=C(Br)C(Cl)=C12 OPIFSICVWOWJMJ-AEOCFKNESA-N 0.000 description 1
ZKHQWZAMYRWXGA-KQYNXXCUSA-N Adenosine triphosphate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ZKHQWZAMYRWXGA-KQYNXXCUSA-N 0.000 description 1
239000004254 Ammonium phosphate Substances 0.000 description 1
235000001258 Cinchona calisaya Nutrition 0.000 description 1
241000588923 Citrobacter Species 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
102000012410 DNA Ligases Human genes 0.000 description 1
108010061982 DNA Ligases Proteins 0.000 description 1
241000588914 Enterobacter Species 0.000 description 1
241000588921 Enterobacteriaceae Species 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
241000588748 Klebsiella Species 0.000 description 1
240000006024 Lactobacillus plantarum Species 0.000 description 1
235000013965 Lactobacillus plantarum Nutrition 0.000 description 1
102000003960 Ligases Human genes 0.000 description 1
108090000364 Ligases Proteins 0.000 description 1
239000004677 Nylon Substances 0.000 description 1
239000001888 Peptone Substances 0.000 description 1
108010080698 Peptones Proteins 0.000 description 1
108020004511 Recombinant DNA Proteins 0.000 description 1
241000607142 Salmonella Species 0.000 description 1
241000607768 Shigella Species 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
239000003463 adsorbent Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
229910052784 alkaline earth metal Inorganic materials 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
235000019270 ammonium chloride Nutrition 0.000 description 1
229910000148 ammonium phosphate Inorganic materials 0.000 description 1
235000019289 ammonium phosphates Nutrition 0.000 description 1
BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
229910052921 ammonium sulfate Inorganic materials 0.000 description 1
235000011130 ammonium sulphate Nutrition 0.000 description 1
229960001931 ampicillin sodium Drugs 0.000 description 1
239000003957 anion exchange resin Substances 0.000 description 1
150000001449 anionic compounds Chemical class 0.000 description 1
239000002518 antifoaming agent Substances 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
229950011260 betanaphthol Drugs 0.000 description 1
238000004166 bioassay Methods 0.000 description 1
RRKTZKIUPZVBMF-IBTVXLQLSA-N brucine Chemical compound O([C@@H]1[C@H]([C@H]2C3)[C@@H]4N(C(C1)=O)C=1C=C(C(=CC=11)OC)OC)CC=C2CN2[C@@H]3[C@]41CC2 RRKTZKIUPZVBMF-IBTVXLQLSA-N 0.000 description 1
RRKTZKIUPZVBMF-UHFFFAOYSA-N brucine Natural products C1=2C=C(OC)C(OC)=CC=2N(C(C2)=O)C3C(C4C5)C2OCC=C4CN2C5C31CC2 RRKTZKIUPZVBMF-UHFFFAOYSA-N 0.000 description 1
244000309464 bull Species 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
159000000007 calcium salts Chemical class 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
239000000679 carrageenan Substances 0.000 description 1
229920001525 carrageenan Polymers 0.000 description 1
229940113118 carrageenan Drugs 0.000 description 1
239000003729 cation exchange resin Substances 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
210000000349 chromosome Anatomy 0.000 description 1
LOUPRKONTZGTKE-UHFFFAOYSA-N cinchonine Natural products C1C(C(C2)C=C)CCN2C1C(O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-UHFFFAOYSA-N 0.000 description 1
238000010367 cloning Methods 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
238000012790 confirmation Methods 0.000 description 1
238000010276 construction Methods 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
238000004042 decolorization Methods 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
238000011161 development Methods 0.000 description 1
230000018109 developmental process Effects 0.000 description 1
MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
229910000396 dipotassium phosphate Inorganic materials 0.000 description 1
235000019797 dipotassium phosphate Nutrition 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000001962 electrophoresis Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
235000019441 ethanol Nutrition 0.000 description 1
239000013613 expression plasmid Substances 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000012467 final product Substances 0.000 description 1
238000005187 foaming Methods 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000003102 growth factor Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
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229910001412 inorganic anion Inorganic materials 0.000 description 1
238000003780 insertion Methods 0.000 description 1
230000037431 insertion Effects 0.000 description 1
230000003834 intracellular effect Effects 0.000 description 1
238000004255 ion exchange chromatography Methods 0.000 description 1
238000002955 isolation Methods 0.000 description 1
BPHPUYQFMNQIOC-NXRLNHOXSA-N isopropyl beta-D-thiogalactopyranoside Chemical compound CC(C)S[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O BPHPUYQFMNQIOC-NXRLNHOXSA-N 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
229940072205 lactobacillus plantarum Drugs 0.000 description 1
239000007788 liquid Substances 0.000 description 1
235000013372 meat Nutrition 0.000 description 1
239000013028 medium composition Substances 0.000 description 1
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235000014593 oils and fats Nutrition 0.000 description 1
125000001477 organic nitrogen group Chemical group 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
OTOIIPJYVQJATP-UHFFFAOYSA-N pantoic acid Chemical compound OCC(C)(C)C(O)C(O)=O OTOIIPJYVQJATP-UHFFFAOYSA-N 0.000 description 1
229940115458 pantolactone Drugs 0.000 description 1
SIEVQTNTRMBCHO-UHFFFAOYSA-N pantolactone Natural products CC1(C)OC(=O)CC1O SIEVQTNTRMBCHO-UHFFFAOYSA-N 0.000 description 1
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
235000019319 peptone Nutrition 0.000 description 1
PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
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LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 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
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/02—Amides, e.g. chloramphenicol or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes
- 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
- C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
- C12N15/09—Recombinant DNA-technology
- C12N15/11—DNA or RNA fragments; Modified forms thereof; Non-coding nucleic acids having a biological activity
- C12N15/52—Genes encoding for enzymes or proenzymes
- 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
- C12N9/88—Lyases (4.)
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- 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
- C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
- C12P7/42—Hydroxy-carboxylic acids

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Preparation Of Compounds By Using Micro-Organisms (AREA)
Micro-Organisms Or Cultivation Processes Thereof (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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SK305-98A 1995-09-13 1996-09-11 Process for producing d-pantoic acid and d-pantothenic acid or salts thereof SK30598A3 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
JP23506595		1995-09-13
PCT/JP1996/002585 WO1997010340A1 (en)	1995-09-13	1996-09-11	Process for producing d-pantoic acid and d-pantothenic acid or salts thereof

Publications (1)

Publication Number	Publication Date
SK30598A3 true SK30598A3 (en)	1999-01-11

Family

ID=16980558

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SK305-98A SK30598A3 (en)	1995-09-13	1996-09-11	Process for producing d-pantoic acid and d-pantothenic acid or salts thereof

Country Status (10)

Country	Link
US (1)	US5932457A (da)
EP (1)	EP0859848B1 (da)
KR (1)	KR100421088B1 (da)
CN (1)	CN1142997C (da)
AT (1)	ATE264392T1 (da)
AU (1)	AU6943696A (da)
DE (1)	DE69632199T2 (da)
DK (1)	DK0859848T3 (da)
SK (1)	SK30598A3 (da)
WO (1)	WO1997010340A1 (da)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE19855313A1 (de)	1998-12-01	2000-06-08	Degussa	Verfahren zur fermentativen Herstellung von D-Pantothensäure durch Verstärkung des panD-Gens in Mikroorganismen
DE19855314A1 (de) *	1998-12-01	2000-06-08	Degussa	Verfahren zur fermentiven Herstellung von D-Pantothensäure unter Verwendung von Stämmen der Familie Enterobacteriaceae
AU1798300A (en)	1998-12-25	2000-07-31	Fuji Chemical Industries, Ltd.	Method for producing calcium pantothenate
PT1050219E (pt) *	1999-05-05	2003-04-30	Degussa	Aditivos alimentares para animais contendo acido d-pantotenico e/ou seus sais e processo para a sua preparacao
EP2163629B1 (en)	1999-09-21	2017-03-08	Basf Se	Methods and microorganisms for production of panto-compounds
US8232081B2 (en)	1999-09-21	2012-07-31	Basf Se	Methods and microorganisms for production of panto-compounds
DE10021515A1 (de) *	2000-05-03	2001-11-08	Degussa	Verfahren zur Herstellung von Erdalkalisalzen der D-Pantothensäure
DE10032349A1 (de)	2000-07-04	2002-01-17	Degussa	Rieselfähige D-Pantothensäure und/oder deren Salze enthaltende Futtermittel-Additive und Verfahren zu deren Herstellung
BR0113399A (pt) *	2000-09-20	2003-07-15	Basf Ag	Processo para a preparação de um suplemento de ração animal, suplemento de ração animal, e, uso do mesmo
WO2002066664A2 (de) *	2001-02-21	2002-08-29	Basf Aktiengesellschaft	Verfahren zur herstellung von d-pantothensäure und/oder salze als zusatz zu tierfuttermitteln
DE10108225A1 (de)	2001-02-21	2002-10-10	Basf Ag	Verfahren zur Herstellung von D-Pantothensäure und/oder deren Salze als Zusatz zu Tierfuttermitteln
BR0207473A (pt) *	2001-02-21	2004-04-06	Basf Ag	Processo para preparar ácido d-pantotênico e/ou seus sais, e, composição para uso como aditivo de alimento para animal e/ou suplemento de alimento para animal
DE10112100A1 (de) *	2001-03-14	2002-09-19	Degussa	Verfahren zur fermentativen Herstellung von D-Pantothensäure und/oder deren Salzen
US6623944B2 (en)	2001-03-14	2003-09-23	Degussa Ag	Process for preparation of D-pantothenic acid and/or salts thereof
DE10132178A1 (de)	2001-07-03	2003-01-23	Degussa	Verfahren zur fermantativen Herstellung von D-Pantothensäure und/oder deren Salzen
AU2002316940A1 (en)	2001-07-07	2003-01-29	Degussa Ag	Process for the preparation of d-pantothenic acid and/or salts thereof
CA2491145A1 (en) *	2002-07-03	2004-01-15	Basf Aktiengesellschaft	Microorganisms and processes for enhanced production of pantothenate
WO2007131750A1 (en)	2006-05-16	2007-11-22	Dsm Ip Assets B.V.	Process for the production of panthenol
CN109705065B (zh) *	2018-12-29	2022-10-14	上海应用技术大学	一种不对称催化合成d-(-)-泛解酸内酯的方法
KR102389327B1 (ko) *	2020-07-01	2022-04-20	씨제이제일제당 (주)	3-메틸-2-옥소뷰타노에이트 하이드록시 메틸트랜스퍼라아제의 활성이 강화된 미생물, 및 이의 용도
CN112592290B (zh) *	2020-12-14	2023-08-11	广安摩珈生物科技有限公司	泛酸钙粗品纯化方法
CN115595314B (zh) *	2022-03-07	2025-06-24	中国科学院微生物研究所	表达天冬氨酸脱氢酶的工程菌及发酵生产维生素b5的方法
KR102922207B1 (ko) *	2023-01-19	2026-02-02	씨제이제일제당 (주)	고순도의 d-판토텐산 염을 높은 수율로 얻는 방법

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JP2748418B2 (ja) *	1988-08-03	1998-05-06	味の素株式会社	組換えｄｎａ、該組換えｄｎａを有する微生物
EP0493060A3 (en) *	1990-12-25	1993-04-14	Takeda Chemical Industries, Ltd.	Production method of d-pantothenic acid and plasmids and microorganisms thereof
JP3710497B2 (ja) *	1992-09-25	2005-10-26	ビーエーエスエフアクチェンゲゼルシャフト	Ｄ−パント酸、ｄ−パントテン酸およびそれらの塩の製造法

1996
- 1996-09-11 KR KR19980701859A patent/KR100421088B1/ko not_active Expired - Fee Related
- 1996-09-11 US US08/750,983 patent/US5932457A/en not_active Expired - Fee Related
- 1996-09-11 WO PCT/JP1996/002585 patent/WO1997010340A1/en not_active Ceased
- 1996-09-11 EP EP96930354A patent/EP0859848B1/en not_active Expired - Lifetime
- 1996-09-11 CN CNB961981849A patent/CN1142997C/zh not_active Expired - Fee Related
- 1996-09-11 SK SK305-98A patent/SK30598A3/sk unknown
- 1996-09-11 DE DE69632199T patent/DE69632199T2/de not_active Expired - Lifetime
- 1996-09-11 AU AU69436/96A patent/AU6943696A/en not_active Abandoned
- 1996-09-11 AT AT96930354T patent/ATE264392T1/de not_active IP Right Cessation
- 1996-09-11 DK DK96930354T patent/DK0859848T3/da active

Also Published As

Publication number	Publication date
KR100421088B1 (ko)	2004-06-04
EP0859848B1 (en)	2004-04-14
WO1997010340A1 (en)	1997-03-20
AU6943696A (en)	1997-04-01
EP0859848A1 (en)	1998-08-26
DE69632199T2 (de)	2005-04-21
US5932457A (en)	1999-08-03
KR19990044609A (ko)	1999-06-25
CN1142997C (zh)	2004-03-24
DK0859848T3 (da)	2004-08-09
ATE264392T1 (de)	2004-04-15
CN1201491A (zh)	1998-12-09
DE69632199D1 (de)	2004-05-19

Publication	Publication Date	Title
SK30598A3 (en)	1999-01-11	Process for producing d-pantoic acid and d-pantothenic acid or salts thereof
KR100282278B1 (ko)	2001-02-15	D-판토산 및 d-판토텐산의 제조방법
EP0493060A2 (en)	1992-07-01	Production method of d-pantothenic acid and plasmids and microorganisms thereof
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SK163999A3 (en)	2000-07-11	Method for the fermentative production of d-pantothenic acid using enterobacteriaceae strains
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RU2288265C2 (ru)	2006-11-27	Способ получения l-треонина
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