WO1992005270A3 - Synthese enzymatique d'intermediaires de glucides, de nucleotideset d'acide citrique marques isotopiquement - Google Patents

Synthese enzymatique d'intermediaires de glucides, de nucleotideset d'acide citrique marques isotopiquement Download PDF

Info

Publication number
WO1992005270A3
WO1992005270A3 PCT/US1991/006897 US9106897W WO9205270A3 WO 1992005270 A3 WO1992005270 A3 WO 1992005270A3 US 9106897 W US9106897 W US 9106897W WO 9205270 A3 WO9205270 A3 WO 9205270A3
Authority
WO
WIPO (PCT)
Prior art keywords
citric acid
enzymatic synthesis
isotopically labeled
nucleotides
labeled
Prior art date
Application number
PCT/US1991/006897
Other languages
English (en)
Other versions
WO1992005270A2 (fr
Inventor
Warren J Goux
Original Assignee
Univ Texas
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 Univ Texas filed Critical Univ Texas
Publication of WO1992005270A2 publication Critical patent/WO1992005270A2/fr
Publication of WO1992005270A3 publication Critical patent/WO1992005270A3/fr

Links

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
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/26—Preparation of nitrogen-containing carbohydrates
    • C12P19/28—N-glycosides
    • C12P19/30—Nucleotides
    • 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
    • C12P1/00—Preparation of compounds or compositions, not provided for in groups C12P3/00 - C12P39/00, by using microorganisms or enzymes
    • 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
    • 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
    • C12P13/06—Alanine; Leucine; Isoleucine; Serine; Homoserine
    • 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
    • C12P13/20—Aspartic acid; Asparagine
    • 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
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/02—Monosaccharides
    • 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
    • C12P7/44—Polycarboxylic acids
    • C12P7/46—Dicarboxylic acids having four or less carbon atoms, e.g. fumaric acid, maleic acid
    • 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
    • C12P7/44—Polycarboxylic acids
    • C12P7/48—Tricarboxylic acids, e.g. citric acid
    • 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
    • C12P7/44—Polycarboxylic acids
    • C12P7/50—Polycarboxylic acids having keto groups, e.g. 2-ketoglutaric acid

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Microbiology (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Mycology (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Procédé de synthèse enzymatique de glucides, de sucres et de nucléosides marqués isotopiquement. On peut synthétiser rapidement et de manière appropriée des intermédiaires du cycle de l'acide citrique marqués, des acides aminés et des mononucléotides de ribose à partir de pyruvate, de lactate ou de L-alanine marqués. Le procédé utilise un nouveau système de régénération de nicotinamide-dinucléotide permettant l'emploi de faibles niveaux de NADH. On peut exploiter le procédé de manière à permettre le marquage d'une variété de sites de carbone/hydrogène.
PCT/US1991/006897 1990-09-25 1991-09-23 Synthese enzymatique d'intermediaires de glucides, de nucleotideset d'acide citrique marques isotopiquement WO1992005270A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US587,934 1990-09-25
US07/587,934 US5227296A (en) 1990-09-25 1990-09-25 Enzymatic synthesis of isotopically labeled carbohydrates, nucleotides and citric acid intermediates

Publications (2)

Publication Number Publication Date
WO1992005270A2 WO1992005270A2 (fr) 1992-04-02
WO1992005270A3 true WO1992005270A3 (fr) 1992-08-20

Family

ID=24351777

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1991/006897 WO1992005270A2 (fr) 1990-09-25 1991-09-23 Synthese enzymatique d'intermediaires de glucides, de nucleotideset d'acide citrique marques isotopiquement

Country Status (3)

Country Link
US (2) US5227296A (fr)
AU (1) AU8844291A (fr)
WO (1) WO1992005270A2 (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE69026006T2 (de) * 1989-08-28 1996-10-02 Hoffmann La Roche Enzymatisches Verfahren zur Bestimmung der Analyt-Konzentration
US5227296A (en) * 1990-09-25 1993-07-13 Board Of Regents, The University Of Texas System Enzymatic synthesis of isotopically labeled carbohydrates, nucleotides and citric acid intermediates
KR100332211B1 (ko) * 1994-12-09 2002-08-28 에스케이케미칼주식회사 방사성동위원소표지화합물로서의n-아세틸글루타민의제조방법
FR2729944B1 (fr) * 1995-01-27 1997-03-28 Isotopchim Sarl Synthese de composes marques a haute activite specifique
JP3340391B2 (ja) * 1997-09-11 2002-11-05 東京瓦斯株式会社 肝手術評価用試薬
CA2250485C (fr) * 1997-10-21 2008-04-29 Tokyo Gas Co., Ltd. Agent de diagnostic du diabete
DE19822881B4 (de) * 1998-05-22 2004-03-11 Institut für Bioanalytik Umwelt-Toxikologie & Biotechnologie Halle GmbH Verfahren zur Herstellung von Baccatin-III durch enzymatische Synthese
US7256047B2 (en) * 2001-05-01 2007-08-14 Board Of Regents, The University Of Texas System Measurement of gluconeogenesis and intermediary metabolism using stable isotopes
US7256016B2 (en) * 2001-11-02 2007-08-14 Rice University Recycling system for manipulation of intracellular NADH availability
EP1487974A4 (fr) * 2002-02-22 2005-11-16 Univ Illinois Nad phosphite oxydoreductase, nouveau catalyseur provenant de bacteries utile pour regenerer le nad(p)h

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DD157107A1 (de) * 1981-01-22 1982-10-13 Manfred Kuehn Verfahren zur enzymatischen kofaktorgewinnung
EP0202094A2 (fr) * 1985-05-13 1986-11-20 Unitika Ltd. Procédé de production d'une substance physiologiquement active
US4656133A (en) * 1983-09-29 1987-04-07 Board Of Regents, University Of Texas System Method for enzymatic synthesis of isotopically labeled carbohydrates

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3910821A (en) * 1972-10-04 1975-10-07 Cpc International Inc Enzymatic isomerization product
DE3404743A1 (de) * 1984-02-10 1985-08-14 Basf Ag, 6700 Ludwigshafen Copolymerisate des ethylens mit carboxylgruppenhaltigen comonomeren
US4826766A (en) * 1985-09-23 1989-05-02 Genetics Institute, Inc. Production of amino acids using coupled aminotransferases
US4880738A (en) * 1986-06-13 1989-11-14 Genetics Institute, Inc. Production of amino acids using coupled enzyme systems
US5227296A (en) * 1990-09-25 1993-07-13 Board Of Regents, The University Of Texas System Enzymatic synthesis of isotopically labeled carbohydrates, nucleotides and citric acid intermediates
US5258295A (en) * 1992-02-25 1993-11-02 Glyko, Inc. Fluorophore-assisted cloning analysis

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DD157107A1 (de) * 1981-01-22 1982-10-13 Manfred Kuehn Verfahren zur enzymatischen kofaktorgewinnung
US4656133A (en) * 1983-09-29 1987-04-07 Board Of Regents, University Of Texas System Method for enzymatic synthesis of isotopically labeled carbohydrates
EP0202094A2 (fr) * 1985-05-13 1986-11-20 Unitika Ltd. Procédé de production d'une substance physiologiquement active

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
Applied Biochemistry and Biotechnology, vol. 14, 1987, H.K. CHENAULT et al.: "Regeneration of nicotinamide cofactors for use in organic synthesis", pages 147-197, see page 147; abstract; page 168, table 6, paragraph 3; page 176, paragraph 3 *
D. SCHOMBURG et al.: "Enzyme Handbook", first edition, vol. 2: "Class 5: Isomerases. Class 6: Ligases", 1990, Springer-Verlag, Berlin, pages 5.3.1.1,1 - 5.3.1.1,2, see page 5.3.1.1,2, paragraph 1 *
E.C. WEBB: "Enzyme Nomenclature 1984", 1984, Academic Press, Orlando, US, pages 222-223, see page 222, nr. 2.6.1.21 *

Also Published As

Publication number Publication date
WO1992005270A2 (fr) 1992-04-02
US5302520A (en) 1994-04-12
US5227296A (en) 1993-07-13
AU8844291A (en) 1992-04-15

Similar Documents

Publication Publication Date Title
WO1992005270A3 (fr) Synthese enzymatique d'intermediaires de glucides, de nucleotideset d'acide citrique marques isotopiquement
Wittwer et al. Identification and synthesis of a naturally occurring selenonucleoside in bacterial tRNAs: 5-[(methylamino) methyl]-2-selenouridine
CA2230059A1 (fr) Nucleotides propargylethoxyamino
NZ515673A (en) Compositions and methods for labeling of nucleic acid molecules
WO1994024559A3 (fr) Dosages immunologiques homogenes comprenant l'utilisation de glucose-6-phosphate-deshydrogenases mutantes
CA2135138A1 (fr) Methode pour la production d'acide formique ou de ses derives
HK1000604A1 (en) Process for producing cytidine diphosphate choline
DK0954596T3 (da) Foröget produktion af taxaner ved celledyrkning af Taxus-art
GB2204698B (en) Amperometric method for the quantitative determination of 1,4- dihydronicotinamide adenine dinucleotide (nadh) in solution
DK1346026T3 (da) Mikroorganisme, der producerer 5'inosinsyre, og fremgangsmåde til produktion af 5'inosinsyre under anvendelse af denne
DE69931162D1 (de) Metabolisch veränderte mikrobiellen zelle mit veränderten metabolitherstellung
KR880000595A (ko) 5'-구아닐산의 제조방법
RAINES et al. Enzymatic incorporation of 2′-thio-CTP into the HDV ribozyme
Morisawa et al. A new method for the synthesis of some 9-β-D-arabinofuranosylpurines by a combination of chemical and enzymatic reactions
Woenckhaus et al. Preparations of holodehydrogenases by covalent fixation of NAD+-analogs to alcohol and lactate dehydrogenase
Esaki et al. Enzymatic in situ determination of stereospecificity of NAD-dependent dehydrogenases
WO2004022764A3 (fr) Utilisation de malate deshydrogenase pour la regeneration de nicotinanide adenine dinucleotide hydrogene (nadh)
Motokawa et al. Evidence for the presence of a protein-bound intermediate in the cleavage and the synthesis of glycine
CA2392463A1 (fr) Nouvelle utilisation de l'uridine-diphosphate-glucose 4-epimerase
Misono et al. Stereospecific Abstraction of ε-pro-R-Hydrogen of L-Lysine by L-Lysine ε-Deydrogenase from Agrobacterium tumefaciens
Parry et al. Biosynthesis of sinefungin: on the mode of incorporation of L-ornithine
Jacobson et al. [24] Preparation of cyclic ADP-ribose, 2′-phospho-cyclic ADP-ribose, and nicotinate adenine dinucleotide phosphate: Possible second messengers of calcium signaling
Hallis et al. Stereospecificity of hydride transfer for the catalytically recycled NAD+ in CDP-D-glucose 4, 6-dehydratase
Mar et al. Non-enzymatic synthesis of the coenzymes, uridine diphosphate glucose and cytidine diphosphate choline, and other phosphorylated metabolic intermediates
CA2152227A1 (fr) Methode de preparation de l-aminoacide

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AT AU BB BG BR CA CH CS DE DK ES FI GB HU JP KP KR LK LU MC MG MN MW NL NO PL RO SD SE SU

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): AT BE BF BJ CF CG CH CI CM DE DK ES FR GA GB GN GR IT LU ML MR NL SE SN TD TG

AK Designated states

Kind code of ref document: A3

Designated state(s): AT AU BB BG BR CA CH CS DE DK ES FI GB HU JP KP KR LK LU MC MG MN MW NL NO PL RO SD SE SU

AL Designated countries for regional patents

Kind code of ref document: A3

Designated state(s): AT BE BF BJ CF CG CH CI CM DE DK ES FR GA GB GN GR IT LU ML MR NL SE SN TD TG

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

122 Ep: pct application non-entry in european phase
NENP Non-entry into the national phase

Ref country code: CA