TWI327596B - - Google Patents
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- TWI327596B TWI327596B TW094143462A TW94143462A TWI327596B TW I327596 B TWI327596 B TW I327596B TW 094143462 A TW094143462 A TW 094143462A TW 94143462 A TW94143462 A TW 94143462A TW I327596 B TWI327596 B TW I327596B
- Authority
- TW
- Taiwan
- Prior art keywords
- nitrilase
- sequence
- subunit
- strain
- amino acid
- Prior art date
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- 108010033272 Nitrilase Proteins 0.000 claims description 193
- 108090000623 proteins and genes Proteins 0.000 claims description 84
- 230000000694 effects Effects 0.000 claims description 73
- 108020004414 DNA Proteins 0.000 claims description 69
- -1 hydrazine compound Amine compound Chemical class 0.000 claims description 64
- 244000005700 microbiome Species 0.000 claims description 64
- 125000003275 alpha amino acid group Chemical group 0.000 claims description 47
- 102000004190 Enzymes Human genes 0.000 claims description 44
- 108090000790 Enzymes Proteins 0.000 claims description 44
- 238000004519 manufacturing process Methods 0.000 claims description 32
- 102000004169 proteins and genes Human genes 0.000 claims description 32
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 29
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 25
- 241000316848 Rhodococcus <scale insect> Species 0.000 claims description 25
- 241000187693 Rhodococcus rhodochrous Species 0.000 claims description 25
- 230000001580 bacterial effect Effects 0.000 claims description 19
- 150000001413 amino acids Chemical class 0.000 claims description 16
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 15
- 108090000604 Hydrolases Proteins 0.000 claims description 15
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims description 15
- 239000011159 matrix material Substances 0.000 claims description 15
- 241000894006 Bacteria Species 0.000 claims description 14
- 238000001962 electrophoresis Methods 0.000 claims description 14
- 102000004157 Hydrolases Human genes 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 12
- 239000007864 aqueous solution Substances 0.000 claims description 11
- FWMNVWWHGCHHJJ-SKKKGAJSSA-N 4-amino-1-[(2r)-6-amino-2-[[(2r)-2-[[(2r)-2-[[(2r)-2-amino-3-phenylpropanoyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]hexanoyl]piperidine-4-carboxylic acid Chemical compound C([C@H](C(=O)N[C@H](CC(C)C)C(=O)N[C@H](CCCCN)C(=O)N1CCC(N)(CC1)C(O)=O)NC(=O)[C@H](N)CC=1C=CC=CC=1)C1=CC=CC=C1 FWMNVWWHGCHHJJ-SKKKGAJSSA-N 0.000 claims description 10
- RFFFKMOABOFIDF-UHFFFAOYSA-N Pentanenitrile Chemical compound CCCCC#N RFFFKMOABOFIDF-UHFFFAOYSA-N 0.000 claims description 9
- 230000009466 transformation Effects 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 6
- 238000012258 culturing Methods 0.000 claims description 5
- LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 claims description 5
- 239000000758 substrate Substances 0.000 claims description 5
- 108091026890 Coding region Proteins 0.000 claims description 4
- 238000007792 addition Methods 0.000 claims description 4
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- KVNRLNFWIYMESJ-UHFFFAOYSA-N butyronitrile Chemical compound CCCC#N KVNRLNFWIYMESJ-UHFFFAOYSA-N 0.000 claims description 3
- 238000012217 deletion Methods 0.000 claims description 3
- 230000037430 deletion Effects 0.000 claims description 3
- 239000001963 growth medium Substances 0.000 claims description 3
- AILKHAQXUAOOFU-UHFFFAOYSA-N hexanenitrile Chemical compound CCCCCC#N AILKHAQXUAOOFU-UHFFFAOYSA-N 0.000 claims description 3
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- 150000007513 acids Chemical group 0.000 claims 1
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- 239000008363 phosphate buffer Substances 0.000 description 8
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 8
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- 101000823746 Acidianus ambivalens Uncharacterized 17.7 kDa protein in bps2 3'region Proteins 0.000 description 7
- 101000916369 Acidianus ambivalens Uncharacterized protein in sor 5'region Proteins 0.000 description 7
- 101000769342 Acinetobacter guillouiae Uncharacterized protein in rpoN-murA intergenic region Proteins 0.000 description 7
- 101000823696 Actinobacillus pleuropneumoniae Uncharacterized glycosyltransferase in aroQ 3'region Proteins 0.000 description 7
- 229920000936 Agarose Polymers 0.000 description 7
- 101000786513 Agrobacterium tumefaciens (strain 15955) Uncharacterized protein outside the virF region Proteins 0.000 description 7
- 101000618005 Alkalihalobacillus pseudofirmus (strain ATCC BAA-2126 / JCM 17055 / OF4) Uncharacterized protein BpOF4_00885 Proteins 0.000 description 7
- 101100437895 Alternaria brassicicola bsc3 gene Proteins 0.000 description 7
- 101000967489 Azorhizobium caulinodans (strain ATCC 43989 / DSM 5975 / JCM 20966 / LMG 6465 / NBRC 14845 / NCIMB 13405 / ORS 571) Uncharacterized protein AZC_3924 Proteins 0.000 description 7
- 101000823761 Bacillus licheniformis Uncharacterized 9.4 kDa protein in flaL 3'region Proteins 0.000 description 7
- 101000819719 Bacillus methanolicus Uncharacterized N-acetyltransferase in lysA 3'region Proteins 0.000 description 7
- 101000789586 Bacillus subtilis (strain 168) UPF0702 transmembrane protein YkjA Proteins 0.000 description 7
- 101000792624 Bacillus subtilis (strain 168) Uncharacterized protein YbxH Proteins 0.000 description 7
- 101000790792 Bacillus subtilis (strain 168) Uncharacterized protein YckC Proteins 0.000 description 7
- 101000819705 Bacillus subtilis (strain 168) Uncharacterized protein YlxR Proteins 0.000 description 7
- 101000948218 Bacillus subtilis (strain 168) Uncharacterized protein YtxJ Proteins 0.000 description 7
- 101000718627 Bacillus thuringiensis subsp. kurstaki Putative RNA polymerase sigma-G factor Proteins 0.000 description 7
- 101000641200 Bombyx mori densovirus Putative non-structural protein Proteins 0.000 description 7
- 101000947633 Claviceps purpurea Uncharacterized 13.8 kDa protein Proteins 0.000 description 7
- 101000948901 Enterobacteria phage T4 Uncharacterized 16.0 kDa protein in segB-ipI intergenic region Proteins 0.000 description 7
- 101000805958 Equine herpesvirus 4 (strain 1942) Virion protein US10 homolog Proteins 0.000 description 7
- 101000790442 Escherichia coli Insertion element IS2 uncharacterized 11.1 kDa protein Proteins 0.000 description 7
- 101000788354 Escherichia phage P2 Uncharacterized 8.2 kDa protein in gpA 5'region Proteins 0.000 description 7
- 101000770304 Frankia alni UPF0460 protein in nifX-nifW intergenic region Proteins 0.000 description 7
- 101000797344 Geobacillus stearothermophilus Putative tRNA (cytidine(34)-2'-O)-methyltransferase Proteins 0.000 description 7
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- 101000878851 Leptolyngbya boryana Putative Fe(2+) transport protein A Proteins 0.000 description 7
- 101000758828 Methanosarcina barkeri (strain Fusaro / DSM 804) Uncharacterized protein Mbar_A1602 Proteins 0.000 description 7
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- 101000711023 Rhizobium leguminosarum bv. trifolii Uncharacterized protein in tfuA 3'region Proteins 0.000 description 7
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- 101000917565 Rhodococcus fascians Uncharacterized 33.6 kDa protein in fasciation locus Proteins 0.000 description 7
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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
- 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
-
- 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
- C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
- C12N1/20—Bacteria; Culture media therefor
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- 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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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biotechnology (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Virology (AREA)
- Physics & Mathematics (AREA)
- Biophysics (AREA)
- Plant Pathology (AREA)
- Enzymes And Modification Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Applications Claiming Priority (1)
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JP2004357035 | 2004-12-09 |
Publications (2)
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TW200634151A TW200634151A (en) | 2006-10-01 |
TWI327596B true TWI327596B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 2010-07-21 |
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TW094143462A TW200634151A (en) | 2004-12-09 | 2005-12-08 | Transformant expressing nitrile hydratase |
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Publication number | Priority date | Publication date | Assignee | Title |
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JP5080787B2 (ja) * | 2006-11-15 | 2012-11-21 | 達彦 小林 | タンパク質改変方法、ニトリルヒドラターゼ成熟化方法、成熟化ニトリルヒドラターゼ生産方法、成熟化ニトリルヒドラターゼを用いたアミド化合物生産方法 |
JP5817088B2 (ja) * | 2010-03-24 | 2015-11-18 | 三菱レイヨン株式会社 | ニトリルヒドラターゼ遺伝子を欠失又は不活性化させた微生物 |
JP2011217665A (ja) * | 2010-04-08 | 2011-11-04 | Mitsubishi Rayon Co Ltd | ニトリルヒドラターゼ遺伝子を置換した微生物 |
EP2821483B1 (en) * | 2012-02-28 | 2017-03-29 | Mitsubishi Rayon Co., Ltd. | Method for preserving enzyme |
JP6156442B2 (ja) * | 2015-05-28 | 2017-07-05 | 三菱ケミカル株式会社 | ニトリルヒドラターゼ遺伝子を置換した微生物 |
EP3564368B1 (en) * | 2016-12-28 | 2025-03-26 | Mitsui Chemicals, Inc. | Mutant nitrile hydratase, nucleic acid coding said mutant nitrile hydratase, expression vector and transformant including said nucleic acid, production method for said mutant nitrile hydratase, and production method for amide compound |
EP3710592B1 (en) | 2017-11-14 | 2022-08-31 | Columbia S.r.l. | Microbiological process for the preparation of amides |
CN111334495B (zh) * | 2020-03-12 | 2022-04-29 | 宜昌东阳光生化制药有限公司 | 制备右旋酰胺酮洛芬的方法 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
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JPS63137688A (ja) * | 1986-12-01 | 1988-06-09 | Res Assoc Util Of Light Oil | アミド化合物の製造法 |
JPH0753104B2 (ja) * | 1989-02-28 | 1995-06-07 | 秀明 山田 | 細菌の培養法 |
FR2708936B1 (fr) * | 1993-08-10 | 1995-11-10 | Rhone Poulenc Chimie | Enzymes à activité nitrile-hydratase, outils génétiques et micro-organismes hôtes permettant leur obtention et procédé d'hydrolyse mettant en Óoeuvre lesdites enzymes. |
JP3763157B2 (ja) * | 1996-03-18 | 2006-04-05 | 住友化学株式会社 | ニトリルヒドラターゼ、その遺伝子及びその利用 |
US6153415A (en) * | 1998-04-29 | 2000-11-28 | Board Of Trustees Operating Michigan State University | Method for producing amide compounds using a nitrile hydratase from a thermophilic bacillus |
KR100320038B1 (ko) * | 1999-11-19 | 2002-02-01 | 이상현 | 로도코커스 로도크로스(Rhodococcusrhodochrous) M33 VKM Ac-1515D로부터유래된 니트릴 히드라타제를 코딩하는 유전자 및 이유전자를 함유한 형질전환체 |
CN1806047A (zh) * | 2003-06-10 | 2006-07-19 | 旭化成株式会社 | 新型腈水合酶 |
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2005
- 2005-12-08 TW TW094143462A patent/TW200634151A/zh not_active IP Right Cessation
- 2005-12-09 WO PCT/JP2005/022647 patent/WO2006062189A1/ja active Application Filing
- 2005-12-09 JP JP2006546771A patent/JPWO2006062189A1/ja active Pending
- 2005-12-09 KR KR1020077012947A patent/KR20070085922A/ko not_active Ceased
Also Published As
Publication number | Publication date |
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JPWO2006062189A1 (ja) | 2008-06-12 |
TW200634151A (en) | 2006-10-01 |
KR20070085922A (ko) | 2007-08-27 |
WO2006062189A1 (ja) | 2006-06-15 |
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