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Literature DB >> 5116566

Dextro-gamma-carboxymethyl-gamma-methyl-delta-alpha-butenolide. A 1,2-ring-fission product of 4-methylcatechol by Pseudomonas desmolyticum.

Abstract

1. (+)-gamma-Carboxymethyl-gamma-methyl-Delta(alpha)-butenolide was isolated from resting-cell cultures of Pseudomonas desmolyticum incubated in the presence of 5-methylsalicylic acid. 2. The structure of this metabolite was deduced from physical and chemical evidence. 3. The isolated compound must be formed in an enzymic reaction since it shows optical activity. 4. The degradative pathway of 4-methylcatechol by Ps. desmolyticum is discussed.

Entities: Chemical

Mesh：

Substances：

Year: 1971 PMID： 5116566 PMCID： PMC1176489 DOI： 10.1042/bj1210089

Source DB: PubMed Journal: Biochem J ISSN： 0264-6021 Impact factor: 3.857

4 in total

1. The metabolism of protocatechuic acid by a vibrio.

Authors: R B CAIN
Journal: Biochem J Date: 1961-05 Impact factor: 3.857

2. New pathways in the oxidative metabolism of aromatic compounds by microorganisms.

Authors: S DAGLEY; W C EVANS; D W RIBBONS
Journal: Nature Date: 1960-11-12 Impact factor: 49.962

3. The metabolism of naphthalene by soil bacteria.

Authors: V TRECCANI; N WALKER; G H WILTSHIRE
Journal: J Gen Microbiol Date: 1954-12

4. Formation of 2-hydroxy-6-oxo-2, trans-4, trans-heptad-ienoic acid from 3-methylcatechol by a Pseudomonas.

Authors: D Catelani; A Fiecchi; E Galli
Journal: Experientia Date: 1968-02-15

4 in total

17 in total

1. Mechanism of chloride elimination from 3-chloro- and 2,4-dichloro-cis,cis-muconate: new insight obtained from analysis of muconate cycloisomerase variant CatB-K169A.

Authors: U Kaulmann; S R Kaschabek; M Schlömann
Journal: J Bacteriol Date: 2001-08 Impact factor: 3.490

2. Purification and characterization of 4-methylmuconolactone methyl-isomerase, a novel enzyme of the modified 3-oxoadipate pathway in nocardioform actinomycetes.

Authors: N C Bruce; R B Cain; D H Pieper; K H Engesser
Journal: Biochem J Date: 1989-08-15 Impact factor: 3.857

3. A gene cluster involved in degradation of substituted salicylates via ortho cleavage in Pseudomonas sp. strain MT1 encodes enzymes specifically adapted for transformation of 4-methylcatechol and 3-methylmuconate.

Authors: Beatriz Cámara; Piotr Bielecki; Filip Kaminski; Vitor Martins dos Santos; Iris Plumeier; Patricia Nikodem; Dietmar H Pieper
Journal: J Bacteriol Date: 2006-12-15 Impact factor: 3.490

4. Enzymatic formation, stability, and spontaneous reactions of 4-fluoromuconolactone, a metabolite of the bacterial degradation of 4-fluorobenzoate.

Authors: M Schlömann; P Fischer; E Schmidt; H J Knackmuss
Journal: J Bacteriol Date: 1990-09 Impact factor: 3.490

5. Purification and characterization of 4-methylmuconolactone methylisomerase, a novel enzyme of the modified 3-oxoadipate pathway in the gram-negative bacterium Alcaligenes eutrophus JMP 134.

Authors: D H Pieper; K Stadler-Fritzsche; H J Knackmuss; K H Engesser; N C Bruce; R B Cain
Journal: Biochem J Date: 1990-10-15 Impact factor: 3.857

Dextro-gamma-carboxymethyl-gamma-methyl-delta-alpha-butenolide. A 1,2-ring-fission product of 4-methylcatechol by Pseudomonas desmolyticum.

1. The metabolism of protocatechuic acid by a vibrio.

2. New pathways in the oxidative metabolism of aromatic compounds by microorganisms.

3. The metabolism of naphthalene by soil bacteria.

4. Formation of 2-hydroxy-6-oxo-2, trans-4, trans-heptad-ienoic acid from 3-methylcatechol by a Pseudomonas.

1. Mechanism of chloride elimination from 3-chloro- and 2,4-dichloro-cis,cis-muconate: new insight obtained from analysis of muconate cycloisomerase variant CatB-K169A.

2. Purification and characterization of 4-methylmuconolactone methyl-isomerase, a novel enzyme of the modified 3-oxoadipate pathway in nocardioform actinomycetes.

3. A gene cluster involved in degradation of substituted salicylates via ortho cleavage in Pseudomonas sp. strain MT1 encodes enzymes specifically adapted for transformation of 4-methylcatechol and 3-methylmuconate.

4. Enzymatic formation, stability, and spontaneous reactions of 4-fluoromuconolactone, a metabolite of the bacterial degradation of 4-fluorobenzoate.

5. Purification and characterization of 4-methylmuconolactone methylisomerase, a novel enzyme of the modified 3-oxoadipate pathway in the gram-negative bacterium Alcaligenes eutrophus JMP 134.

6. Metabolism of phenol and resorcinol in Trichosporon cutaneum.

7. beta-Ketoadipate pathway in Trichosporon cutaneum modified for methyl-substituted metabolites.

8. Formation of Dimethylmuconolactones from Dimethylphenols by Alcaligenes eutrophus JMP 134.

9. Metabolism of 2-chloro-4-methylphenoxyacetate by Alcaligenes eutrophus JMP 134.

10. Characterization of alkylguaiacol-degrading cytochromes P450 for the biocatalytic valorization of lignin.