TWI371490B - Biochemical synthesis of 6-amino caproic acid - Google Patents
Biochemical synthesis of 6-amino caproic acidInfo
- Publication number
- TWI371490B TWI371490B TW094101442A TW94101442A TWI371490B TW I371490 B TWI371490 B TW I371490B TW 094101442 A TW094101442 A TW 094101442A TW 94101442 A TW94101442 A TW 94101442A TW I371490 B TWI371490 B TW I371490B
- Authority
- TW
- Taiwan
- Prior art keywords
- acid
- caproic acid
- amino
- amino caproic
- relates
- Prior art date
Links
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 title abstract 5
- 229960002684 aminocaproic acid Drugs 0.000 title abstract 5
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 108010069997 2-enoate reductase Proteins 0.000 abstract 1
- CEWDTFLISAWJHG-UHFFFAOYSA-N 6-amino-2-hydroxyhexanoic acid Chemical compound NCCCCC(O)C(O)=O CEWDTFLISAWJHG-UHFFFAOYSA-N 0.000 abstract 1
- SNACICYKKILLEK-UHFFFAOYSA-N 6-aminohex-2-enoic acid Chemical compound NCCCC=CC(O)=O SNACICYKKILLEK-UHFFFAOYSA-N 0.000 abstract 1
- -1 6-aminohex-2-enoic acid compound Chemical class 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 229920002292 Nylon 6 Polymers 0.000 abstract 1
- 230000036983 biotransformation Effects 0.000 abstract 1
- 238000000855 fermentation Methods 0.000 abstract 1
- 230000004151 fermentation Effects 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 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
- C12P13/005—Amino acids other than alpha- or beta amino acids, e.g. gamma amino acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D223/06—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D223/08—Oxygen atoms
- C07D223/10—Oxygen atoms attached in position 2
-
- 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.)
- C12N9/001—Oxidoreductases (1.) acting on the CH-CH group of donors (1.3)
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Biomedical Technology (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP04075079 | 2004-01-19 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW200526787A TW200526787A (en) | 2005-08-16 |
| TWI371490B true TWI371490B (en) | 2012-09-01 |
Family
ID=34778191
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW094101442A TWI371490B (en) | 2004-01-19 | 2005-01-18 | Biochemical synthesis of 6-amino caproic acid |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US7491520B2 (zh) |
| EP (2) | EP2194139A1 (zh) |
| CN (2) | CN102285893A (zh) |
| AT (1) | ATE455181T1 (zh) |
| AU (1) | AU2005205188B2 (zh) |
| BR (1) | BRPI0506942B1 (zh) |
| DE (1) | DE602005018898D1 (zh) |
| MY (1) | MY141797A (zh) |
| TW (1) | TWI371490B (zh) |
| WO (1) | WO2005068643A2 (zh) |
| ZA (1) | ZA200605764B (zh) |
Families Citing this family (59)
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| CN102285893A (zh) * | 2004-01-19 | 2011-12-21 | 帝斯曼知识产权资产管理有限公司 | 6-氨基己酸的生物化学合成 |
| FR2913685B1 (fr) * | 2007-03-15 | 2012-10-19 | Fabre Pierre Dermo Cosmetique | Nouveaux derives amino-acides gras insatures et leur utilisation dermo-cosmetologique |
| US20100240754A1 (en) | 2007-01-16 | 2010-09-23 | Pierre Fabre Demo-Cosmetique | Unsaturated fatty amino acid derivatives and use thereof in dermal cosmetology |
| WO2008091627A2 (en) * | 2007-01-22 | 2008-07-31 | Genomatica, Inc. | Methods and organisms for growth-coupled production of 3-hydroxypropionic acid |
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| AU2009224089B2 (en) | 2008-03-11 | 2014-11-27 | Genomatica, Inc. | Preparation of 6-aminocaproic acid from 5 -formyl valeri C acid |
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| US8404465B2 (en) | 2009-03-11 | 2013-03-26 | Celexion, Llc | Biological synthesis of 6-aminocaproic acid from carbohydrate feedstocks |
| TWI461537B (zh) * | 2009-03-13 | 2014-11-21 | Dsm Ip Assets Bv | 由α－酮庚二酸製備６－胺己酸之技術 |
| US9017983B2 (en) * | 2009-04-30 | 2015-04-28 | Genomatica, Inc. | Organisms for the production of 1,3-butanediol |
| JP2012525156A (ja) | 2009-04-30 | 2012-10-22 | ゲノマチカ， インク． | イソプロパノール、ｎ−ブタノール、及びイソブタノールの産生のための微生物 |
| JP5773990B2 (ja) | 2009-05-07 | 2015-09-02 | ゲノマチカ， インク． | アジペート、ヘキサメチレンジアミン、及び６−アミノカプロン酸の生合成のための微生物及び方法 |
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| EP2390247A1 (en) | 2010-05-26 | 2011-11-30 | Netherlands Organisation for Scientific Research (Advanced Chemical Technologies for Sustainability) | Preparation of caprolactone, caprolactam, 2,5-tetrahydrofuran dimethanol, 1,6-hexanediol or 1,2,6-hexanetriol from 5-hydroxymethyl-2-furfuraldehyde |
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| WO2012031910A2 (en) | 2010-09-10 | 2012-03-15 | Dsm Ip Assets B.V. | Method for preparing alpha-ketopimelic acid by c1-elongation |
| US20130237698A1 (en) * | 2010-09-10 | 2013-09-12 | Dsm Ip Assets B.V. | Preparation of 6-aminocaproic acid from alpha-ketopimelic acid |
| US20140113338A1 (en) | 2011-04-01 | 2014-04-24 | Dsm Ip Assets B.V. | Preparation of 5-formyl valeric acid from alpha-ketopimelic acid |
| WO2012141993A1 (en) * | 2011-04-09 | 2012-10-18 | Amyris, Inc. | Process for preparing hexamethylenediamine and polyamides therefrom |
| WO2014005196A1 (en) | 2012-07-06 | 2014-01-09 | Monash University | Processes for producing amine compounds |
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| KR101565253B1 (ko) * | 2013-09-10 | 2015-11-13 | 광운대학교 산학협력단 | 라이신으로부터의 6-아미노헥사노산 또는 카프로락탐의 제조방법 |
| KR101833427B1 (ko) | 2014-09-23 | 2018-02-28 | 한국생명공학연구원 | 신규 카프로락탐 전환 효소를 이용한 ε-카프로락탐의 제조 방법 |
| WO2016048048A1 (ko) * | 2014-09-23 | 2016-03-31 | 한국생명공학연구원 | 신규 카프로락탐 전환 효소를 이용한 ε-카프로락탐의 제조 방법 |
| KR101715882B1 (ko) | 2015-03-06 | 2017-03-27 | 한국생명공학연구원 | 신규 ε-카프로락탐 전환 효소 및 이를 이용한 ε-카프로락탐 생산 방법 |
| CA2897454C (en) * | 2015-07-03 | 2023-03-14 | Governing Council Of The University Of Toronto | Microorganisms and methods for biosynthesis of adipic acid |
| CA3025584A1 (en) | 2016-06-30 | 2018-01-04 | Ardra Bio Inc. | Methods and microorganisms for producing flavors and fragrance chemicals |
| KR101971480B1 (ko) | 2017-09-26 | 2019-04-23 | 한국생명공학연구원 | 돌연변이 재설계 유전자 회로를 이용한 니트릴계, 락톤계 또는 락탐계 화합물의 감지 및 정량 방법 |
| IT201800021409A1 (it) | 2018-12-28 | 2020-06-28 | Aquafil S P A | Processo per la produzione di epsilon caprolattame dallacido 6-aminocaproico. |
| CN110791389B (zh) * | 2019-09-30 | 2021-06-01 | 义乌欧风汽车用品有限公司 | 一种除胶剂及其制备方法和应用 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS506776A (zh) * | 1973-05-28 | 1975-01-23 | ||
| LU74142A1 (zh) | 1976-01-08 | 1977-07-22 | ||
| IL100572A (en) | 1991-01-03 | 1997-01-10 | Lepetit Spa | Amides of antibiotic ge 2270 factors their preparation and pharmaceutical compositions containing them |
| KR100516986B1 (ko) * | 1997-02-19 | 2005-09-26 | 코닌클리즈케 디에스엠 엔.브이. | 6-아미노카프론산 유도체를 과열 수증기와 접촉시킴으로써 촉매 없이 카프로락탐을 제조하는 방법 |
| US6379935B1 (en) * | 1998-08-07 | 2002-04-30 | Showa Denko Kabushiki Kaisha | Method of producing α-halo-α,β-saturated carbonyl compounds from the corresponding α,β-unsaturated compounds |
| CN1358841A (zh) * | 2000-12-11 | 2002-07-17 | 云南省微生物研究所 | 云南链霉菌 |
| WO2003066863A1 (en) | 2002-02-06 | 2003-08-14 | Showa Denko K.K. | α-SUBSTITUTED-α,β-UNSATURATED CARBONYL COMPOUND REDUCTASE GENE |
| JP4402587B2 (ja) | 2002-06-14 | 2010-01-20 | ディーエスエム アイピー アセッツ ビー．ブイ． | α−Ｈ−α−アミノ酸アミドラセマーゼ活性を有するポリペプチドおよびそれをコードする核酸 |
| CN102285893A (zh) * | 2004-01-19 | 2011-12-21 | 帝斯曼知识产权资产管理有限公司 | 6-氨基己酸的生物化学合成 |
-
2005
- 2005-01-17 CN CN201010151079XA patent/CN102285893A/zh active Pending
- 2005-01-17 AU AU2005205188A patent/AU2005205188B2/en active Active
- 2005-01-17 CN CN2005800027573A patent/CN1926240B/zh active Active
- 2005-01-17 DE DE602005018898T patent/DE602005018898D1/de active Active
- 2005-01-17 WO PCT/EP2005/000555 patent/WO2005068643A2/en active Application Filing
- 2005-01-17 BR BRPI0506942-4A patent/BRPI0506942B1/pt active IP Right Grant
- 2005-01-17 AT AT05706939T patent/ATE455181T1/de not_active IP Right Cessation
- 2005-01-17 US US10/586,132 patent/US7491520B2/en active Active
- 2005-01-17 EP EP09177092A patent/EP2194139A1/en not_active Withdrawn
- 2005-01-17 EP EP05706939A patent/EP1706501B1/en not_active Not-in-force
- 2005-01-18 TW TW094101442A patent/TWI371490B/zh not_active IP Right Cessation
- 2005-01-19 MY MYPI20050208A patent/MY141797A/en unknown
-
2006
- 2006-07-12 ZA ZA200605764A patent/ZA200605764B/xx unknown
-
2009
- 2009-01-08 US US12/318,805 patent/US20090137759A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| AU2005205188A1 (en) | 2005-07-28 |
| ATE455181T1 (de) | 2010-01-15 |
| EP1706501A2 (en) | 2006-10-04 |
| BRPI0506942A (pt) | 2007-06-12 |
| US20090137759A1 (en) | 2009-05-28 |
| CN1926240B (zh) | 2010-06-02 |
| CN102285893A (zh) | 2011-12-21 |
| ZA200605764B (en) | 2008-08-27 |
| DE602005018898D1 (de) | 2010-03-04 |
| US7491520B2 (en) | 2009-02-17 |
| US20070254341A1 (en) | 2007-11-01 |
| BRPI0506942B1 (pt) | 2015-07-28 |
| WO2005068643A3 (en) | 2005-11-24 |
| AU2005205188B2 (en) | 2010-11-11 |
| CN1926240A (zh) | 2007-03-07 |
| WO2005068643A2 (en) | 2005-07-28 |
| EP1706501B1 (en) | 2010-01-13 |
| MY141797A (en) | 2010-06-30 |
| TW200526787A (en) | 2005-08-16 |
| EP2194139A1 (en) | 2010-06-09 |
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