WO2005068643A3 - Biochemical synthesis of 6-amino caproic acid - Google Patents

Biochemical synthesis of 6-amino caproic acid Download PDF

Info

Publication number
WO2005068643A3
WO2005068643A3 PCT/EP2005/000555 EP2005000555W WO2005068643A3 WO 2005068643 A3 WO2005068643 A3 WO 2005068643A3 EP 2005000555 W EP2005000555 W EP 2005000555W WO 2005068643 A3 WO2005068643 A3 WO 2005068643A3
Authority
WO
WIPO (PCT)
Prior art keywords
acid
caproic acid
amino
amino caproic
relates
Prior art date
Application number
PCT/EP2005/000555
Other languages
French (fr)
Other versions
WO2005068643A2 (en
Inventor
Petronella C Raemakers-Franken
Petrus Martinus Matheus Nossin
Paul Maria Brandts
Marcel Gerhardus Wubbolts
Wijnand Peter Helena Peeters
Sandra Ernste
Wildeman Stefaan Marie Andr De
Martin Schuermann
Original Assignee
Dsm Ip Assets Bv
Petronella C Raemakers-Franken
Petrus Martinus Matheus Nossin
Paul Maria Brandts
Marcel Gerhardus Wubbolts
Wijnand Peter Helena Peeters
Sandra Ernste
Wildeman Stefaan Marie Andr De
Martin Schuermann
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.)
Filing date
Publication date
Application filed by Dsm Ip Assets Bv, Petronella C Raemakers-Franken, Petrus Martinus Matheus Nossin, Paul Maria Brandts, Marcel Gerhardus Wubbolts, Wijnand Peter Helena Peeters, Sandra Ernste, Wildeman Stefaan Marie Andr De, Martin Schuermann filed Critical Dsm Ip Assets Bv
Priority to CN2005800027573A priority Critical patent/CN1926240B/en
Priority to EP05706939A priority patent/EP1706501B1/en
Priority to BRPI0506942-4A priority patent/BRPI0506942B1/en
Priority to AT05706939T priority patent/ATE455181T1/en
Priority to AU2005205188A priority patent/AU2005205188B2/en
Priority to DE602005018898T priority patent/DE602005018898D1/en
Priority to US10/586,132 priority patent/US7491520B2/en
Publication of WO2005068643A2 publication Critical patent/WO2005068643A2/en
Publication of WO2005068643A3 publication Critical patent/WO2005068643A3/en
Priority to US12/318,805 priority patent/US20090137759A1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00Preparation of nitrogen-containing organic compounds
    • C12P13/005Amino acids other than alpha- or beta amino acids, e.g. gamma amino acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D223/00Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/02Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D223/06Heterocyclic 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
    • C07D223/08Oxygen atoms
    • C07D223/10Oxygen atoms attached in position 2
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12NMICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/0004Oxidoreductases (1.)
    • C12N9/001Oxidoreductases (1.) acting on the CH-CH group of donors (1.3)
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00Preparation of nitrogen-containing organic compounds
    • C12P13/02Amides, e.g. chloramphenicol or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes

Abstract

The invention relates to biochemical synthesis of 6-amino caproic acid from 6-aminohex-2-enoic acid compound or from 6-amino-2-hydroxyhexanoic acid, by treatment with an enzyme having α,β-enoate reductase activity towards molecules containing an α,β-enoate group and a primary amino group. The invention also relates to processes for obtaining suitable genetically engineered cells for being used in such biotransformation process, and to precursor fermentation of 6-amino caproic acid from intermediates leading to 6-amino caproic acid. Finally, the invention relates to certain novel biochemically produced compounds, namely 6-aminohex-2-enoic acid, 6-aminohexanoic acid, as well as to caprolactam produced therefrom and to nylon-6 and other derivatives produced from such biochemically produced compounds or caprolactam.
PCT/EP2005/000555 2004-01-19 2005-01-17 Biochemical synthesis of 6-amino caproic acid WO2005068643A2 (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
CN2005800027573A CN1926240B (en) 2004-01-19 2005-01-17 Biochemical synthesis of 6-amino caproic acid
EP05706939A EP1706501B1 (en) 2004-01-19 2005-01-17 Biochemical synthesis of 6-amino caproic acid
BRPI0506942-4A BRPI0506942B1 (en) 2004-01-19 2005-01-17 Biochemical synthesis of 6-amino caproic acid
AT05706939T ATE455181T1 (en) 2004-01-19 2005-01-17 BIOCHEMICAL SYNTHESIS OF 6-AMINOCAPROIC ACID
AU2005205188A AU2005205188B2 (en) 2004-01-19 2005-01-17 Biochemical synthesis of 6-amino caproic acid
DE602005018898T DE602005018898D1 (en) 2004-01-19 2005-01-17 BIOCHEMICAL SYNTHESIS OF 6-AMINOCAPRONIC ACID
US10/586,132 US7491520B2 (en) 2004-01-19 2005-01-17 Biochemical synthesis of 6-amino caproic acid
US12/318,805 US20090137759A1 (en) 2004-01-19 2009-01-08 Biochemical synthesis of 6-amino caproic acid

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP04075079.6 2004-01-19
EP04075079 2004-01-19

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US12/318,805 Division US20090137759A1 (en) 2004-01-19 2009-01-08 Biochemical synthesis of 6-amino caproic acid

Publications (2)

Publication Number Publication Date
WO2005068643A2 WO2005068643A2 (en) 2005-07-28
WO2005068643A3 true WO2005068643A3 (en) 2005-11-24

Family

ID=34778191

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2005/000555 WO2005068643A2 (en) 2004-01-19 2005-01-17 Biochemical synthesis of 6-amino caproic acid

Country Status (11)

Country Link
US (2) US7491520B2 (en)
EP (2) EP2194139A1 (en)
CN (2) CN102285893A (en)
AT (1) ATE455181T1 (en)
AU (1) AU2005205188B2 (en)
BR (1) BRPI0506942B1 (en)
DE (1) DE602005018898D1 (en)
MY (1) MY141797A (en)
TW (1) TWI371490B (en)
WO (1) WO2005068643A2 (en)
ZA (1) ZA200605764B (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8691553B2 (en) 2008-01-22 2014-04-08 Genomatica, Inc. Methods and organisms for utilizing synthesis gas or other gaseous carbon sources and methanol
US8993285B2 (en) 2009-04-30 2015-03-31 Genomatica, Inc. Organisms for the production of isopropanol, n-butanol, and isobutanol
US9017983B2 (en) 2009-04-30 2015-04-28 Genomatica, Inc. Organisms for the production of 1,3-butanediol
US9023636B2 (en) 2010-04-30 2015-05-05 Genomatica, Inc. Microorganisms and methods for the biosynthesis of propylene
US9260729B2 (en) 2008-03-05 2016-02-16 Genomatica, Inc. Primary alcohol producing organisms
US9562241B2 (en) 2009-08-05 2017-02-07 Genomatica, Inc. Semi-synthetic terephthalic acid via microorganisms that produce muconic acid

Families Citing this family (53)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2194139A1 (en) * 2004-01-19 2010-06-09 DSM IP Assets B.V. Biochemical synthesis of 6 amino caproic acid
WO2008090073A1 (en) 2007-01-16 2008-07-31 Pierre Fabre Dermo-Cosmetique New unsaturated fatty amino-acid derivatives and use thereof in dermal cosmetology
FR2913685B1 (en) * 2007-03-15 2012-10-19 Fabre Pierre Dermo Cosmetique NOVEL UNSATURATED FATTY AMINO ACID DERIVATIVES AND THEIR DERMO COSMETOLOGICAL USE
WO2008091627A2 (en) * 2007-01-22 2008-07-31 Genomatica, Inc. Methods and organisms for growth-coupled production of 3-hydroxypropionic acid
CA2696018A1 (en) * 2007-08-10 2009-04-09 Genomatica, Inc. Methods for the synthesis of olefins and derivatives
CN104178532B (en) * 2008-03-11 2018-09-25 基因组股份公司 6-aminocaprolc acid is prepared from 5- formyl valeric acids
UA106040C2 (en) 2008-03-11 2014-07-25 Дсм Айпі Асетс Б.В. Synthesis of esters or thioethers of adipate
CN106119112B (en) 2008-03-27 2021-07-13 基因组股份公司 Microorganisms for the production of adipic acid and other compounds
AU2009242615A1 (en) 2008-05-01 2009-11-05 Genomatica, Inc. Microorganisms for the production of methacrylic acid
EP2123767A1 (en) 2008-05-20 2009-11-25 DSM IP Assets B.V. Preparation of epsilon-caprolactam via lysine cyclisation
EP2123768A1 (en) 2008-05-20 2009-11-25 DSM IP Assets B.V. Preparation of (Z)-6,7-dihydro-1H-azepin-2(5H)-one
TW201000635A (en) * 2008-05-20 2010-01-01 Dsm Ip Assets Bv Preparation of epsilon-caprolactam from (Z)-6,7-dihydro-1H-azepin-2(5H)-one
US8129154B2 (en) * 2008-06-17 2012-03-06 Genomatica, Inc. Microorganisms and methods for the biosynthesis of fumarate, malate, and acrylate
US20100021978A1 (en) * 2008-07-23 2010-01-28 Genomatica, Inc. Methods and organisms for production of 3-hydroxypropionic acid
TW201022445A (en) * 2008-10-09 2010-06-16 Dsm Ip Assets Bv Method for preparing ε-caprolactam from N-acyl-6-aminocaproic acid
US20100184173A1 (en) * 2008-11-14 2010-07-22 Genomatica, Inc. Microorganisms for the production of methyl ethyl ketone and 2-butanol
KR20110104952A (en) * 2008-12-12 2011-09-23 셀렉시온, 엘엘씨 Biological synthesis of difunctional alkanes from carbohydrate feedstocks
EP2373781A4 (en) * 2008-12-16 2012-10-10 Genomatica Inc Microorganisms and methods for conversion of syngas and other carbon sources to useful products
US8404465B2 (en) 2009-03-11 2013-03-26 Celexion, Llc Biological synthesis of 6-aminocaproic acid from carbohydrate feedstocks
CN102892893A (en) 2009-03-11 2013-01-23 帝斯曼知识产权资产管理有限公司 Preparation of alpha-ketopimelic acid
TWI461537B (en) * 2009-03-13 2014-11-21 Dsm Ip Assets Bv Preparation of 6-aminocaproic acid from α-ketopimelic acid
KR102036265B1 (en) * 2009-05-07 2019-10-24 게노마티카 인코포레이티드 Microorganisms and methods for the biosynthesis of adipate, hexamethylenediamine and 6-aminocaproic acid
AU2010248831A1 (en) * 2009-05-15 2011-11-24 Genomatica, Inc. Organisms for the production of cyclohexanone
US8420375B2 (en) * 2009-06-10 2013-04-16 Genomatica, Inc. Microorganisms and methods for carbon-efficient biosynthesis of MEK and 2-butanol
KR101694572B1 (en) 2009-07-24 2017-01-09 디에스엠 아이피 어셋츠 비.브이. Process for the preparation of 1,4-butanediamine via n-acyl or n-guanidyl protected 1,4-butanediamine precursors
MX2012003025A (en) 2009-09-09 2012-06-27 Genomatica Inc Microorganisms and methods for the co-production of isopropanol with primary alcohols, diols and acids.
JP2013507145A (en) 2009-10-13 2013-03-04 ゲノマチカ, インク. Microorganisms and related methods for the production of 1,4-butanediol, 4-hydroxybutanal, 4-hydroxybutyryl-CoA, putrescine and related compounds
KR20120088753A (en) 2009-10-23 2012-08-08 게노마티카 인코포레이티드 Microorganisms for the production of aniline
CA2783096A1 (en) * 2009-12-10 2011-06-16 Genomatica, Inc. Methods and organisms for converting synthesis gas or other gaseous carbon sources and methanol to 1,3-butanediol
WO2011078667A2 (en) 2009-12-22 2011-06-30 Dsm Ip Assets B.V. Method of finding a biocatalyst having ammonia lyase activity
TWI624546B (en) * 2009-12-22 2018-05-21 Dsm智慧財產有限公司 The preparation of caprolactam from 6-amino caproic acid obtained in a fermentation process
AU2011209862A1 (en) * 2010-01-29 2012-07-26 Genomatica, Inc. Microorganisms and methods for the biosynthesis of p-toluate and terephthalate
US8445244B2 (en) * 2010-02-23 2013-05-21 Genomatica, Inc. Methods for increasing product yields
US8048661B2 (en) * 2010-02-23 2011-11-01 Genomatica, Inc. Microbial organisms comprising exogenous nucleic acids encoding reductive TCA pathway enzymes
EP2566969B1 (en) 2010-05-05 2019-09-04 Genomatica, Inc. Microorganisms and methods for the biosynthesis of butadiene
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
US8715957B2 (en) 2010-07-26 2014-05-06 Genomatica, Inc. Microorganisms and methods for the biosynthesis of aromatics, 2,4-pentadienoate and 1,3-butadiene
BR112013005786A2 (en) * 2010-09-10 2018-04-24 Dsm Ip Assets Bv preparation of alpha-ketopimelic acid 6-aminocaproic acid
WO2012031910A2 (en) 2010-09-10 2012-03-15 Dsm Ip Assets B.V. Method for preparing alpha-ketopimelic acid by c1-elongation
US20140113338A1 (en) 2011-04-01 2014-04-24 Dsm Ip Assets B.V. Preparation of 5-formyl valeric acid from alpha-ketopimelic acid
US9073867B2 (en) 2011-04-09 2015-07-07 Amyris, Inc. Process for preparing caprolactam and polyamides therefrom
WO2014005196A1 (en) 2012-07-06 2014-01-09 Monash University Processes for producing amine compounds
EP2885400A1 (en) * 2012-08-17 2015-06-24 Celexion, LLC Biological synthesis of difunctional hexanes and pentanes from carbohydrate feedstocks
WO2014145194A2 (en) 2013-03-15 2014-09-18 Kiverdi, Inc. Methods of using natural and engineered organisms to produce small molecules for industrial application
KR101565253B1 (en) * 2013-09-10 2015-11-13 광운대학교 산학협력단 Preparation method of 6-aminohexanoic acid or Caprolactam from Lysine
KR101833427B1 (en) 2014-09-23 2018-02-28 한국생명공학연구원 Method for Preparing ε-Caprolactam Using a Novel Caprolactam producing enzyme
WO2016048048A1 (en) * 2014-09-23 2016-03-31 한국생명공학연구원 Method for preparing ε-caprolactam by using novel caprolactam converting enzyme
KR101715882B1 (en) 2015-03-06 2017-03-27 한국생명공학연구원 - - Novel -caprolactam convertase and method for preparing -caprolactam using the same
CA2897454C (en) * 2015-07-03 2023-03-14 Governing Council Of The University Of Toronto Microorganisms and methods for biosynthesis of adipic acid
EP3478848A4 (en) 2016-06-30 2020-01-29 Ardra Inc. Methods and microorganisms for producing flavors and fragrance chemicals
KR101971480B1 (en) 2017-09-26 2019-04-23 한국생명공학연구원 Method for Detection and Quantification of Nitrile, Lactone or Lactam Compounds Using Mutated Artificial Genetic Circuits
IT201800021409A1 (en) 2018-12-28 2020-06-28 Aquafil S P A Process for the production of epsilon caprolactam from 6-aminocaproic acid.
CN110791389B (en) * 2019-09-30 2021-06-01 义乌欧风汽车用品有限公司 Degumming agent and preparation method and application thereof

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS506776A (en) * 1973-05-28 1975-01-23
EP0494078A1 (en) * 1991-01-03 1992-07-08 GRUPPO LEPETIT S.p.A. Amides of antibiotic ge 2270 factors
US6194572B1 (en) * 1997-02-19 2001-02-27 Dsm N.V. Process to prepare ε-caprolactam
CN1358841A (en) * 2000-12-11 2002-07-17 云南省微生物研究所 Yunnan streptin
WO2003066863A1 (en) * 2002-02-06 2003-08-14 Showa Denko K.K. α-SUBSTITUTED-α,β-UNSATURATED CARBONYL COMPOUND REDUCTASE GENE
WO2003106691A1 (en) * 2002-06-14 2003-12-24 Dsm Ip Assets B.V. POLYPEPTIDES HAVING α- H-α-AMINO ACID AMIDE RACEMASE ACTIVITY AND NUCLEIC ACIDS ENCODING THE SAME

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
LU74142A1 (en) 1976-01-08 1977-07-22
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
EP2194139A1 (en) * 2004-01-19 2010-06-09 DSM IP Assets B.V. Biochemical synthesis of 6 amino caproic acid

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS506776A (en) * 1973-05-28 1975-01-23
EP0494078A1 (en) * 1991-01-03 1992-07-08 GRUPPO LEPETIT S.p.A. Amides of antibiotic ge 2270 factors
US6194572B1 (en) * 1997-02-19 2001-02-27 Dsm N.V. Process to prepare ε-caprolactam
CN1358841A (en) * 2000-12-11 2002-07-17 云南省微生物研究所 Yunnan streptin
WO2003066863A1 (en) * 2002-02-06 2003-08-14 Showa Denko K.K. α-SUBSTITUTED-α,β-UNSATURATED CARBONYL COMPOUND REDUCTASE GENE
EP1473368A1 (en) * 2002-02-06 2004-11-03 Showa Denko K.K. Alpha-substituted-alpha, beta-unsaturated carbonyl compound reductase gene
WO2003106691A1 (en) * 2002-06-14 2003-12-24 Dsm Ip Assets B.V. POLYPEPTIDES HAVING α- H-α-AMINO ACID AMIDE RACEMASE ACTIVITY AND NUCLEIC ACIDS ENCODING THE SAME

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
DATABASE CHEMABS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 2003, STEINBACHER, STEFAN ET AL: "Enoate reductase family", XP002285477, retrieved from STN Database accession no. 2003:101473 *
FLAVINS AND FLAVOPROTEINS 2002, PROCEEDINGS OF THE INTERNATIONAL SYMPOSIUM, 14TH, CAMBRIDGE, UNITED KINGDOM, JULY 14-18, 2002 , 941-949. EDITOR(S): CHAPMAN, STEPHEN K.; PERHAM, RICHARD N.; SCRUTTON, NIGEL S. PUBLISHER: RUDOLF WEBER, AGENCY FOR SCIEN, 2002 *
MIURA K ET AL: "MOLECULAR CLONING OF THE NEMA GENE ENCODING N-ETHYLMALEIMIDE REDUCTASE FROM ESCHERICHIA COLI", BIOLOGICAL & PHARMACEUTICAL BULLETIN (OF JAPAN), PHARMACEUTICAL SOCIETY OF JAPAN, JP, vol. 20, no. 1, 1997, pages 110 - 112, XP009049638, ISSN: 0918-6158 *
ROHDICH FELIX ET AL: "Enoate reductases of Clostridia: Cloning, sequencing, and expression", JOURNAL OF BIOLOGICAL CHEMISTRY, vol. 276, no. 8, 23 February 2001 (2001-02-23), pages 5779 - 5787, XP002285475, ISSN: 0021-9258 *
SIMON H ET AL: "CHIRAL COMPOUNDS SYNTHESIZED BY BIOCATALYTIC REDUCTIONS", ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, VERLAG CHEMIE. WEINHEIM, DE, vol. 24, no. 7, 1 July 1985 (1985-07-01), pages 539 - 553, XP000196422, ISSN: 0570-0833 *
THANOS I C G ET AL: "ELECTRO-ENZYMIC VIOLOGEN-MEDIATED STERIOSPECIFIC REDUCTION OF 2-ENOATES WITH FREE AND IMMOBILIZED ENOATE REDUCTASE ON CELLULOSE FILTERS OR MODIFIED CARBON ELECTRODES", JOURNAL OF BIOTECHNOLOGY, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 6, no. 1, 1987, pages 13 - 29, XP000905262, ISSN: 0168-1656 *
WHELAN A ET AL: "NYLON 6 (PA6)", KUNSTSTOF EN RUBBER, WYT EN ZONEN UITGEVERS. ROTTERDAM, NL, vol. 39, no. 3, March 1986 (1986-03-01), pages 38 - 39, XP001173573, ISSN: 0167-9597 *

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8691553B2 (en) 2008-01-22 2014-04-08 Genomatica, Inc. Methods and organisms for utilizing synthesis gas or other gaseous carbon sources and methanol
US9051552B2 (en) 2008-01-22 2015-06-09 Genomatica, Inc. Methods and organisms for utilizing synthesis gas or other gaseous carbon sources and methanol
US9260729B2 (en) 2008-03-05 2016-02-16 Genomatica, Inc. Primary alcohol producing organisms
US8993285B2 (en) 2009-04-30 2015-03-31 Genomatica, Inc. Organisms for the production of isopropanol, n-butanol, and isobutanol
US9017983B2 (en) 2009-04-30 2015-04-28 Genomatica, Inc. Organisms for the production of 1,3-butanediol
US9562241B2 (en) 2009-08-05 2017-02-07 Genomatica, Inc. Semi-synthetic terephthalic acid via microorganisms that produce muconic acid
US9023636B2 (en) 2010-04-30 2015-05-05 Genomatica, Inc. Microorganisms and methods for the biosynthesis of propylene

Also Published As

Publication number Publication date
CN1926240B (en) 2010-06-02
DE602005018898D1 (en) 2010-03-04
EP1706501A2 (en) 2006-10-04
ZA200605764B (en) 2008-08-27
US20090137759A1 (en) 2009-05-28
BRPI0506942A (en) 2007-06-12
AU2005205188A1 (en) 2005-07-28
AU2005205188B2 (en) 2010-11-11
WO2005068643A2 (en) 2005-07-28
TW200526787A (en) 2005-08-16
US7491520B2 (en) 2009-02-17
CN1926240A (en) 2007-03-07
ATE455181T1 (en) 2010-01-15
MY141797A (en) 2010-06-30
EP2194139A1 (en) 2010-06-09
US20070254341A1 (en) 2007-11-01
TWI371490B (en) 2012-09-01
CN102285893A (en) 2011-12-21
EP1706501B1 (en) 2010-01-13
BRPI0506942B1 (en) 2015-07-28

Similar Documents

Publication Publication Date Title
WO2005068643A3 (en) Biochemical synthesis of 6-amino caproic acid
MY159420A (en) Method for the enzymatic production of 3-hydroxy-3 methylbutyric acid from acetone and acetyl coa
PL352434A1 (en) Methods and materials for the synthesis of organic products
EP1806408A4 (en) Process for producing amino acid derivative from hydroxyimino acid
WO2003059865A1 (en) Processes for the preparation of glutamic acid compounds and intermediates thereof and novel intermediates used in the processes
WO2006102722A8 (en) Process for the production of ϝ-glutamylcysteine
WO2007055984A3 (en) Enzyme and methodology for the treatment of a biomass
EP1950208A4 (en) Process for producing 6,6-dimethyl-3-oxabicyclo[3.1.0]hexan-2-one
WO2002070717A3 (en) Nitrile hydratase and a method for producing amides
MX2007007937A (en) Process for the synthesis of cefaclor.
ATE403742T1 (en) GLUCOSE SENSOR USING GLUCOSE DEHYDROGENASE
WO2007054972A3 (en) Method of producing sucrose-6-acetate by whole-cell biocatalysis
Andrés et al. Stereoselective cyanation of chiral α-amino aldehydes by reaction with Nagata's reagent: a route to enantiopure β-amino-α-hydroxy acids
Gotor Lipases and (R)-oxynitrilases: useful tools in organic synthesis
EP1995314A4 (en) Method for production of erythro- or threo-2-amino-3-hydroxypropionic acid ester, novel carbonyl reductase, gene for the reductase, vector, transformant, and method for production of optically active alcohol using those
Yasuda et al. Enzymatic synthesis of cyclic amino acids by N-methyl-L-amino acid dehydrogenase from Pseudomonas putida
Shimoda et al. Asymmetric reduction of α, β-unsaturated carbonyl compounds with reductases from Nicotiana tabacum
WO2007039816A3 (en) Fermentation processes for the preparation of tacrolimus
WO2010092304A3 (en) Processes for producing succinic acid
EP1266962A3 (en) Method for producing amide compounds
WO2007071578A3 (en) Method for producing 5-norbornen-2-carboxylic acid from 5-norbornen-2-carbonitrile using an arylacetonitrilase
WO2005079355A3 (en) Use of indanoyl amide to stimulate secondary metabolism in taxus sp.
DE602007010812D1 (en) ALMOND ACID DERIVATIVES AND THEIR PREPARATION
Kamal et al. Lipase-catalysed resolution of N-(3-cyano-2-hydroxy propan-1-yl) phthalimide: Synthesis of (R)-GABOB and (R)-carnitine
HK1219507A1 (en) Method for producing optically active phenylalanine compounds from cinnamic acid derivatives employing a phenylalanine ammonia lyase derived from idiomarina loihiensis idiomarina loihiensis

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BW BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE EG ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NA NI NO NZ OM PG PH PL PT RO RU SC SD SE SG SK SL SY TJ TM TN TR TT TZ UA UG US UZ VC VN YU ZA ZM ZW

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): BW GH GM KE LS MW MZ NA SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LT LU MC NL PL PT RO SE SI SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
DPEN Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed from 20040101)
WWE Wipo information: entry into national phase

Ref document number: 2005706939

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 2005205188

Country of ref document: AU

WWE Wipo information: entry into national phase

Ref document number: 3995/DELNP/2006

Country of ref document: IN

WWE Wipo information: entry into national phase

Ref document number: 200605764

Country of ref document: ZA

WWE Wipo information: entry into national phase

Ref document number: 200580002757.3

Country of ref document: CN

NENP Non-entry into the national phase

Ref country code: DE

WWW Wipo information: withdrawn in national office

Ref document number: DE

ENP Entry into the national phase

Ref document number: 2005205188

Country of ref document: AU

Date of ref document: 20050117

Kind code of ref document: A

WWP Wipo information: published in national office

Ref document number: 2005205188

Country of ref document: AU

WWP Wipo information: published in national office

Ref document number: 2005706939

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 10586132

Country of ref document: US

ENP Entry into the national phase

Ref document number: PI0506942

Country of ref document: BR

WWP Wipo information: published in national office

Ref document number: 10586132

Country of ref document: US