JP4090076B2 - ヘベアブラシリエンシス（Ｈｅｖｅａｂｒａｓｉｌｉｅｎｓｉｓ）から得られる（Ｓ）−ヒドロキシニトリルリアーゼ - Google Patents
ヘベアブラシリエンシス（Ｈｅｖｅａｂｒａｓｉｌｉｅｎｓｉｓ）から得られる（Ｓ）−ヒドロキシニトリルリアーゼ Download PDFInfo
- Publication number
- JP4090076B2 JP4090076B2 JP50550297A JP50550297A JP4090076B2 JP 4090076 B2 JP4090076 B2 JP 4090076B2 JP 50550297 A JP50550297 A JP 50550297A JP 50550297 A JP50550297 A JP 50550297A JP 4090076 B2 JP4090076 B2 JP 4090076B2
- Authority
- JP
- Japan
- Prior art keywords
- protein
- hnl
- hydroxynitrile lyase
- activity
- phnl
- 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.)
- Expired - Lifetime
Links
- 108030003190 (S)-hydroxynitrile lyases Proteins 0.000 title claims abstract description 10
- 108091028043 Nucleic acid sequence Proteins 0.000 claims abstract description 10
- 125000003275 alpha amino acid group Chemical group 0.000 claims abstract 2
- 108090000623 proteins and genes Proteins 0.000 claims description 68
- 102000004169 proteins and genes Human genes 0.000 claims description 49
- 230000000694 effects Effects 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 13
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims description 7
- 235000014680 Saccharomyces cerevisiae Nutrition 0.000 claims description 7
- 230000014509 gene expression Effects 0.000 claims description 7
- 102000007056 Recombinant Fusion Proteins Human genes 0.000 claims description 5
- 108010008281 Recombinant Fusion Proteins Proteins 0.000 claims description 5
- 239000013598 vector Substances 0.000 claims description 5
- 241000235058 Komagataella pastoris Species 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 238000012258 culturing Methods 0.000 claims 1
- 230000000813 microbial effect Effects 0.000 claims 1
- 235000018102 proteins Nutrition 0.000 description 46
- 239000002299 complementary DNA Substances 0.000 description 21
- 244000043261 Hevea brasiliensis Species 0.000 description 18
- 108010031620 mandelonitrile lyase Proteins 0.000 description 18
- 239000013612 plasmid Substances 0.000 description 18
- 102000004190 Enzymes Human genes 0.000 description 16
- 108090000790 Enzymes Proteins 0.000 description 16
- 238000002360 preparation method Methods 0.000 description 14
- 239000000872 buffer Substances 0.000 description 12
- 150000001413 amino acids Chemical group 0.000 description 11
- 108020004414 DNA Proteins 0.000 description 9
- 235000001014 amino acid Nutrition 0.000 description 9
- 239000012634 fragment Substances 0.000 description 8
- 238000012163 sequencing technique Methods 0.000 description 8
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 210000004027 cell Anatomy 0.000 description 6
- 238000003776 cleavage reaction Methods 0.000 description 5
- 230000001086 cytosolic effect Effects 0.000 description 5
- NNICRUQPODTGRU-UHFFFAOYSA-N mandelonitrile Chemical compound N#CC(O)C1=CC=CC=C1 NNICRUQPODTGRU-UHFFFAOYSA-N 0.000 description 5
- 244000005700 microbiome Species 0.000 description 5
- 239000008057 potassium phosphate buffer Substances 0.000 description 5
- 230000007017 scission Effects 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 4
- 241000588724 Escherichia coli Species 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 4
- 238000010367 cloning Methods 0.000 description 4
- 238000010828 elution Methods 0.000 description 4
- 239000000499 gel Substances 0.000 description 4
- 238000001155 isoelectric focusing Methods 0.000 description 4
- 230000002018 overexpression Effects 0.000 description 4
- 229910000160 potassium phosphate Inorganic materials 0.000 description 4
- 235000011009 potassium phosphates Nutrition 0.000 description 4
- 238000002415 sodium dodecyl sulfate polyacrylamide gel electrophoresis Methods 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000013604 expression vector Substances 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 3
- 238000004255 ion exchange chromatography Methods 0.000 description 3
- 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 3
- 230000003287 optical effect Effects 0.000 description 3
- 238000002264 polyacrylamide gel electrophoresis Methods 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 238000010561 standard procedure Methods 0.000 description 3
- 230000014616 translation Effects 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 108020004705 Codon Proteins 0.000 description 2
- 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 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 102000008300 Mutant Proteins Human genes 0.000 description 2
- 108010021466 Mutant Proteins Proteins 0.000 description 2
- 108700026244 Open Reading Frames Proteins 0.000 description 2
- 241000235648 Pichia Species 0.000 description 2
- 229920002684 Sepharose Polymers 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000003556 assay Methods 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 239000007853 buffer solution Substances 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 238000012411 cloning technique Methods 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 238000001962 electrophoresis Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 108020004999 messenger RNA Proteins 0.000 description 2
- 230000035772 mutation Effects 0.000 description 2
- JPXMTWWFLBLUCD-UHFFFAOYSA-N nitro blue tetrazolium(2+) Chemical compound COC1=CC(C=2C=C(OC)C(=CC=2)[N+]=2N(N=C(N=2)C=2C=CC=CC=2)C=2C=CC(=CC=2)[N+]([O-])=O)=CC=C1[N+]1=NC(C=2C=CC=CC=2)=NN1C1=CC=C([N+]([O-])=O)C=C1 JPXMTWWFLBLUCD-UHFFFAOYSA-N 0.000 description 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 2
- 229920002401 polyacrylamide Polymers 0.000 description 2
- 238000010839 reverse transcription Methods 0.000 description 2
- 239000001509 sodium citrate Substances 0.000 description 2
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 2
- 238000001262 western blot Methods 0.000 description 2
- QRXMUCSWCMTJGU-UHFFFAOYSA-L (5-bromo-4-chloro-1h-indol-3-yl) phosphate Chemical compound C1=C(Br)C(Cl)=C2C(OP([O-])(=O)[O-])=CNC2=C1 QRXMUCSWCMTJGU-UHFFFAOYSA-L 0.000 description 1
- -1 4-toluidine salt Chemical class 0.000 description 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 1
- 229930024421 Adenine Natural products 0.000 description 1
- GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical compound NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 description 1
- 102000002260 Alkaline Phosphatase Human genes 0.000 description 1
- 108020004774 Alkaline Phosphatase Proteins 0.000 description 1
- 239000004475 Arginine Substances 0.000 description 1
- 108091026890 Coding region Proteins 0.000 description 1
- 235000019750 Crude protein Nutrition 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 101100231583 Hevea brasiliensis HNL gene Proteins 0.000 description 1
- 102000004157 Hydrolases Human genes 0.000 description 1
- 108090000604 Hydrolases Proteins 0.000 description 1
- 125000000570 L-alpha-aspartyl group Chemical group [H]OC(=O)C([H])([H])[C@]([H])(N([H])[H])C(*)=O 0.000 description 1
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 1
- 108090000856 Lyases Proteins 0.000 description 1
- 102000004317 Lyases Human genes 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
- 240000006394 Sorghum bicolor Species 0.000 description 1
- 235000007230 Sorghum bicolor Nutrition 0.000 description 1
- 108091081024 Start codon Proteins 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 description 1
- 239000004473 Threonine Substances 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 229960000643 adenine Drugs 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- 150000001299 aldehydes Chemical class 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
- 230000000692 anti-sense effect Effects 0.000 description 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000010805 cDNA synthesis kit Methods 0.000 description 1
- 229940041514 candida albicans extract Drugs 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 210000003850 cellular structure Anatomy 0.000 description 1
- 238000011097 chromatography purification Methods 0.000 description 1
- 239000003593 chromogenic compound Substances 0.000 description 1
- 229920003211 cis-1,4-polyisoprene Polymers 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 238000012217 deletion Methods 0.000 description 1
- 230000037430 deletion Effects 0.000 description 1
- 239000013578 denaturing buffer Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 235000020776 essential amino acid Nutrition 0.000 description 1
- 229940071106 ethylenediaminetetraacetate Drugs 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 239000013613 expression plasmid Substances 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 102000037865 fusion proteins Human genes 0.000 description 1
- 108020001507 fusion proteins Proteins 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 238000004191 hydrophobic interaction chromatography Methods 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 210000003000 inclusion body Anatomy 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- 102000035118 modified proteins Human genes 0.000 description 1
- 108091005573 modified proteins Proteins 0.000 description 1
- 238000001823 molecular biology technique Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 239000002773 nucleotide Substances 0.000 description 1
- 125000003729 nucleotide group Chemical group 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- YBYRMVIVWMBXKQ-UHFFFAOYSA-N phenylmethanesulfonyl fluoride Chemical compound FS(=O)(=O)CC1=CC=CC=C1 YBYRMVIVWMBXKQ-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 230000004481 post-translational protein modification Effects 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 239000012460 protein solution Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 125000003607 serino group Chemical group [H]N([H])[C@]([H])(C(=O)[*])C(O[H])([H])[H] 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 230000009870 specific binding Effects 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 229940035893 uracil Drugs 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
Classifications
-
- 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.)
-
- 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
- C12P13/002—Nitriles (-CN)
- C12P13/004—Cyanohydrins
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- General Chemical & Material Sciences (AREA)
- Enzymes And Modification Thereof (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Detergent Compositions (AREA)
- Peptides Or Proteins (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT0118295A AT404837B (de) | 1995-07-12 | 1995-07-12 | (s)-hydroxynitrillyase aus hevea brasiliensis |
| AT1182/95 | 1995-07-12 | ||
| PCT/EP1996/003010 WO1997003204A2 (de) | 1995-07-12 | 1996-07-10 | (s)-hydroxynitrillyase aus hevea brasiliensis |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JPH11508775A JPH11508775A (ja) | 1999-08-03 |
| JPH11508775A5 JPH11508775A5 (enExample) | 2007-06-21 |
| JP4090076B2 true JP4090076B2 (ja) | 2008-05-28 |
Family
ID=3508388
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50550297A Expired - Lifetime JP4090076B2 (ja) | 1995-07-12 | 1996-07-10 | ヘベアブラシリエンシス（Ｈｅｖｅａｂｒａｓｉｌｉｅｎｓｉｓ）から得られる（Ｓ）−ヒドロキシニトリルリアーゼ |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6046042A (enExample) |
| EP (1) | EP0840792B1 (enExample) |
| JP (1) | JP4090076B2 (enExample) |
| AT (2) | AT404837B (enExample) |
| CA (1) | CA2226518A1 (enExample) |
| DE (1) | DE59608804D1 (enExample) |
| DK (1) | DK0840792T3 (enExample) |
| ES (1) | ES2170251T3 (enExample) |
| IL (1) | IL122606A (enExample) |
| TW (1) | TW469293B (enExample) |
| WO (1) | WO1997003204A2 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0799894B1 (de) * | 1996-02-09 | 2004-05-19 | Degussa AG | Verfahren zur Herstellung von (S)-Cyanhydrinen |
| AT407397B (de) | 1998-07-02 | 2001-02-26 | Dsm Fine Chem Austria Gmbh | (s)-hydroxynitrillyasen mit verbesserter substratakzeptanz und deren verwendung |
| DE69928206T2 (de) | 1998-12-28 | 2006-08-03 | Nippon Shokubai Co., Ltd. | Verfahren zur Herstellung von S-Hydroxynitrillyasen |
| US6194039B1 (en) * | 1999-10-22 | 2001-02-27 | Elsicon, Inc. | Materials for inducing alignment in liquid crystals and liquid crystal displays |
| DE19963485B4 (de) * | 1999-12-28 | 2006-02-16 | JFC - Jülich Fine Chemicals GmbH | Verfahren zur Herstellung von Hydroxylnitril-Lyasen |
| EP1566441B1 (de) * | 2001-01-16 | 2009-02-18 | DSM Fine Chemicals Austria Nfg GmbH & Co KG | Gene, enthaltend eine für Hydroxynitrillyase codierende DNA-Sequenz, rekombinante Proteine mit Hydroxynitrillyase-Aktivität und deren Verwendung |
| AT412157B (de) * | 2002-07-15 | 2004-10-25 | Dsm Fine Chem Austria Gmbh | Screeningmethode zum nachweis von amidase- und nitrilhydrataseaktivitäten und deren verwendung |
| JP4124639B2 (ja) * | 2002-12-17 | 2008-07-23 | 株式会社日本触媒 | 大腸菌を用いたｓ−ヒドロキシニトリルリアーゼの製造方法 |
| AT412092B (de) * | 2003-02-27 | 2004-09-27 | Dsm Fine Chem Austria Gmbh | Verfahren zur herstellung chiraler alpha-hydroxycarbonsäuren durch enzymatische hydrolyse von chiralen cyanhydrinen |
| WO2005095602A1 (en) * | 2004-03-31 | 2005-10-13 | Nippon Shokubai Co., Ltd. | Novel modified s-hydroxynitrile lyase |
| JP4854202B2 (ja) * | 2004-03-31 | 2012-01-18 | 株式会社日本触媒 | 新規改変型ｓ−ヒドロキシニトリルリアーゼ |
| EP1811028B1 (en) | 2004-10-15 | 2013-04-10 | Mitsubishi Rayon Co., Ltd. | Improved hydroxynitrile lyase |
| WO2008071695A1 (en) | 2006-12-14 | 2008-06-19 | Dsm Ip Assets Bv | R-hnl random variants and their use for preparing optically pure, sterically hindered cyanohydrins |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT396252B (de) * | 1991-10-31 | 1993-07-26 | Chemie Linz Gmbh | Enzymatisches verfahren zur enantioselektiven herstellung optisch aktiver cyanhydrine |
-
1995
- 1995-07-12 AT AT0118295A patent/AT404837B/de not_active IP Right Cessation
-
1996
- 1996-07-10 IL IL12260696A patent/IL122606A/xx not_active IP Right Cessation
- 1996-07-10 DK DK96925698T patent/DK0840792T3/da active
- 1996-07-10 AT AT96925698T patent/ATE213776T1/de not_active IP Right Cessation
- 1996-07-10 JP JP50550297A patent/JP4090076B2/ja not_active Expired - Lifetime
- 1996-07-10 EP EP96925698A patent/EP0840792B1/de not_active Expired - Lifetime
- 1996-07-10 ES ES96925698T patent/ES2170251T3/es not_active Expired - Lifetime
- 1996-07-10 DE DE59608804T patent/DE59608804D1/de not_active Expired - Lifetime
- 1996-07-10 US US08/981,256 patent/US6046042A/en not_active Expired - Lifetime
- 1996-07-10 WO PCT/EP1996/003010 patent/WO1997003204A2/de not_active Ceased
- 1996-07-10 CA CA002226518A patent/CA2226518A1/en not_active Abandoned
- 1996-07-11 TW TW085108400A patent/TW469293B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| TW469293B (en) | 2001-12-21 |
| ATA118295A (de) | 1998-07-15 |
| EP0840792B1 (de) | 2002-02-27 |
| ES2170251T3 (es) | 2002-08-01 |
| IL122606A0 (en) | 1998-08-16 |
| US6046042A (en) | 2000-04-04 |
| DE59608804D1 (en) | 2002-04-04 |
| EP0840792A2 (de) | 1998-05-13 |
| CA2226518A1 (en) | 1997-01-30 |
| WO1997003204A2 (de) | 1997-01-30 |
| WO1997003204A3 (de) | 1997-03-20 |
| IL122606A (en) | 2005-11-20 |
| JPH11508775A (ja) | 1999-08-03 |
| DK0840792T3 (da) | 2002-04-22 |
| AT404837B (de) | 1999-03-25 |
| ATE213776T1 (de) | 2002-03-15 |
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