WO2002090523A3 - Methods for the production of tyrosine, cinnamic acid and para-hydroxycinnamic acid - Google Patents

Methods for the production of tyrosine, cinnamic acid and para-hydroxycinnamic acid Download PDF

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Publication number
WO2002090523A3
WO2002090523A3 PCT/US2002/018551 US0218551W WO02090523A3 WO 2002090523 A3 WO2002090523 A3 WO 2002090523A3 US 0218551 W US0218551 W US 0218551W WO 02090523 A3 WO02090523 A3 WO 02090523A3
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WO
WIPO (PCT)
Prior art keywords
tyrosine
acid
para
production
methods
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.)
Ceased
Application number
PCT/US2002/018551
Other languages
French (fr)
Other versions
WO2002090523A2 (en
Inventor
Wei Wei Qi
Fateme Sima Sariaslani
Xiao-Song Tang
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Priority to JP2002587585A priority Critical patent/JP2005522180A/en
Priority to EP02741998A priority patent/EP1383865A4/en
Priority to US10/476,198 priority patent/US20050148054A1/en
Publication of WO2002090523A2 publication Critical patent/WO2002090523A2/en
Anticipated expiration legal-status Critical
Publication of WO2002090523A3 publication Critical patent/WO2002090523A3/en
Ceased legal-status Critical Current

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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.)
    • 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
    • C12P13/04—Alpha- or beta- amino acids
    • C12P13/22—Tryptophan; Tyrosine; Phenylalanine; 3,4-Dihydroxyphenylalanine
    • C12P13/225—Tyrosine; 3,4-Dihydroxyphenylalanine
    • 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
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
    • 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
    • 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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  • 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)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biomedical Technology (AREA)
  • Molecular Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Genes encoding phenylalanine ammonia-lyase (PAL), tyrosine ammonia lyase (TAL) and phenylalanine hydroxylase (PAH) have been introduced into a host organism for the production of Para-hydroxycinnamic acid (PHCA). The introduction of these genes results in the redirection of carbon flow in the host, optimizing the flow of carbon from glucose to PHCA. The intermediates, tyrosine and cinnamic acid are also produced.
PCT/US2002/018551 2001-05-04 2002-05-03 Methods for the production of tyrosine, cinnamic acid and para-hydroxycinnamic acid Ceased WO2002090523A2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP2002587585A JP2005522180A (en) 2001-05-04 2002-05-03 Method for producing tyrosine, cinnamic acid and para-hydroxycinnamic acid
EP02741998A EP1383865A4 (en) 2001-05-04 2002-05-03 Methods for the production of tyrosine, cinnamic acid and para-hydroxycinnamic acid
US10/476,198 US20050148054A1 (en) 2001-05-04 2002-05-03 Methods for the production of tyrosine, cinnamic acid and para-hydroxycinnamics acid

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US28870101P 2001-05-04 2001-05-04
US60/288,701 2001-05-04

Publications (2)

Publication Number Publication Date
WO2002090523A2 WO2002090523A2 (en) 2002-11-14
WO2002090523A3 true WO2002090523A3 (en) 2003-11-06

Family

ID=23108250

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2002/018551 Ceased WO2002090523A2 (en) 2001-05-04 2002-05-03 Methods for the production of tyrosine, cinnamic acid and para-hydroxycinnamic acid

Country Status (4)

Country Link
US (3) US20050148054A1 (en)
EP (1) EP1383865A4 (en)
JP (1) JP2005522180A (en)
WO (1) WO2002090523A2 (en)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7378261B2 (en) * 2003-04-14 2008-05-27 E.I. Du Pont De Nemours And Company Method for preparing para-hydroxystyrene by biocatalytic decarboxylation of para-hydroxycinnamic acid in a biphasic reaction medium
EP1646712A4 (en) * 2003-04-14 2008-10-22 Du Pont A method for preparing para-hydroxystyrene by biocatalytic decarboxylation of para-hydroxycinnamic acid in a biphasic reaction medium
US8003356B2 (en) * 2004-04-20 2011-08-23 E. I. Du Pont De Nemours And Company Methods for the preparation of para-hydroxycinnamic acid and cinnamic acid at alkaline pH
EP1589112A1 (en) * 2004-04-21 2005-10-26 Nederlandse Organisatie voor toegepast-natuurwetenschappelijk onderzoek TNO Microbial production of aromatic acids
EP2368905A3 (en) * 2004-12-17 2012-08-29 Metanomics GmbH Process for the control of production of fine chemicals
CA2598792A1 (en) * 2005-03-02 2006-09-08 Metanomics Gmbh Process for the production of fine chemicals
US7700328B2 (en) * 2006-06-07 2010-04-20 E.I. Du Pont De Nemours And Company Method for producing an L-tyrosine over-producing bacterial strain
US20070299276A1 (en) * 2006-06-22 2007-12-27 Andrew Edward Feiring Preparation of fluoroalkoxystyrenes
US7572612B2 (en) 2006-07-11 2009-08-11 E.I. Du Pont De Nemours And Company Method of production of para-hydroxycinnamic acid using a thermostable TAL enzyme
US20080102499A1 (en) * 2006-10-27 2008-05-01 Lori Jean Templeton Method of enhancing L-tyrosine production in recombinant bacteria
JP2011223981A (en) * 2010-03-31 2011-11-10 Kobe Univ Method for producing cinnamic acid
US20120196339A1 (en) * 2011-01-31 2012-08-02 Los Alamos National Security Llc Production of industrially relevant compounds in prokaryotic organisms
US9150884B2 (en) 2011-03-08 2015-10-06 Arizona Board Of Regents, A Body Corporate Of The State Of Arizona, Acting For And On Behalf Of Arizona State University Microbial conversion of glucose to styrene and its derivatives
AT516155B1 (en) * 2015-03-10 2016-03-15 Universität Graz Biocatalytic process for the preparation of p-vinylphenols
CN105087387B (en) * 2015-07-14 2018-10-26 厦门欧米克生物科技有限公司 One saccharomycete and the method for utilizing its fermenting and producing natural meat cinnamic acid
US11136559B2 (en) 2017-01-27 2021-10-05 Wisconsin Alumni Research Foundation Engineered prephenate dehydrogenases and arogenate dehydrogenases and methods of using the same
US12378567B2 (en) 2017-02-16 2025-08-05 Wisconsin Alumni Research Foundation Arogenate dehydrogenase polynucleotides, polypeptides and methods of using the same
US11543354B2 (en) * 2019-04-15 2023-01-03 Tarkett Usa Inc. Quantitative detection of non-fluorine anti-soil using a fluorescent trace indicator
WO2025160464A1 (en) * 2024-01-26 2025-07-31 Cellibre, Inc. Engineered cells and methods for the synthesis of caffeoyltyramine and feruloyltyramine
CN118813512B (en) * 2024-08-28 2025-10-17 杭州唯铂莱生物科技有限公司 Method for producing p-hydroxy cinnamic acid

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6368837B1 (en) * 1999-08-06 2002-04-09 E. I. Du Pont Nemours And Company Bioproduction of para-hydroxycinnamic acid

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4946790A (en) * 1987-02-06 1990-08-07 Mitsui Toatsu Chemicals, Inc. Recombinant plasmid for the expression of L-phenylalanine ammonia-lyase and transformed strain carrying same
JP4786844B2 (en) * 1999-08-06 2011-10-05 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー Biological production of para-hydroxycinnamic acid
US6521748B2 (en) * 1999-08-06 2003-02-18 E. I. Du Pont De Nemours And Company Polynucleotide encoding a mutant Rhodotorula glutinis tyrosine ammonia lyase polypeptide
AU2001242302A1 (en) * 2000-03-14 2001-09-24 Nilab Aps Method of treating phenylketonuria and means therefor

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6368837B1 (en) * 1999-08-06 2002-04-09 E. I. Du Pont Nemours And Company Bioproduction of para-hydroxycinnamic acid

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
ERLANDSEN ET AL.: "Structural comparison of bacterial and human iron-dependent phenylalanine hydroxylases: similar fold, different stability and reaction rates", J. MOL. BIOL., vol. 320, no. 3, 12 July 2002 (2002-07-12), pages 645 - 661, XP002961957 *
HOWLES ET AL.: "Overexpression of L-phenylalanine ammonia-lyase in transgenic tobacco plants reveals control points for flux into phenylpropanoid biosynthesis", PLANT PHYSIOLOGY, vol. 112, no. 4, 1996, pages 1617 - 1624, XP002961960 *
KYNDT ET AL.: "Characterization of a bacterial tyrosine ammonia lyase, a biosynthetic enzyme for the photoactive yellow protein", FEBS LETT., vol. 512, no. 1-3, 13 February 2002 (2002-02-13), pages 240 - 244, XP004341386 *
See also references of EP1383865A4 *

Also Published As

Publication number Publication date
WO2002090523A2 (en) 2002-11-14
US7105326B2 (en) 2006-09-12
EP1383865A4 (en) 2004-11-10
US20060275881A1 (en) 2006-12-07
US20050148054A1 (en) 2005-07-07
US7303900B2 (en) 2007-12-04
EP1383865A2 (en) 2004-01-28
JP2005522180A (en) 2005-07-28
US20030079255A1 (en) 2003-04-24

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