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PMID: 5116566 Published · ppublish English Journal Article

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

The Biochemical journal ·Vol. 121 ·No. 1 ·1971-01-00 ·Pages 89-92

Catelani D, Fiecchi A, Galli E

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.

MeSH Terms
Carboxylic Acids/biosynthesis,isolation & purification Catechols/metabolism Chromatography, Thin Layer Furans/biosynthesis,isolation & purification Infrared Rays Lactones/biosynthesis,isolation & purification Magnetic Resonance Spectroscopy Mass Spectrometry Pseudomonas/enzymology,metabolism Salicylates Spectrophotometry Ultraviolet Rays
Chemicals
Carboxylic Acids Catechols Furans Lactones Salicylates
Authors & Affiliations
3 authors, click to expand affiliations / ORCID
Catelani D
Fiecchi A
Galli E
References (4)
4 references, click to expand
  1. Formation of 2-hydroxy-6-oxo-2, trans-4, trans-heptad-ienoic acid from 3-methylcatechol by a Pseudomonas.
    Experientia. 1968 Feb 15;24(2):113 PMID: 5643787
  2. The metabolism of naphthalene by soil bacteria.
    J Gen Microbiol. 1954 Dec;11(3):341-8 PMID: 13221754
  3. The metabolism of protocatechuic acid by a vibrio.
    Biochem J. 1961 May;79:298-312 PMID: 13689830
  4. New pathways in the oxidative metabolism of aromatic compounds by microorganisms.
    Nature. 1960 Nov 12;188:560-6 PMID: 13719300
Article Info
Journal
The Biochemical journal
Abbr.
Biochem J
ISSN
0264-6021
Published
1971-01-00
Pages
89-92
Language
English
Region
England
NLM ID
2984726R
PMCID
PMC1176489
Subset
IM
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