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PMID: 5123888 Published · ppublish English Journal Article

Bacterial metabolism of 2,4-dichlorophenoxyacetate.

The Biochemical journal ·Vol. 122 ·No. 4 ·1971-05-00 ·Pages 543-51

Evans WC, Smith BS, Fernley HN, Davies JI

Abstract

1. Two Pseudomonas strains isolated from soil metabolized 2,4-dichlorophenoxyacetate (2,4-D) as sole carbon source in mineral salts liquid medium. 2. 2,4-Dichlorophenoxyacetate cultures of Pseudomonas I (Smith, 1954) contained 2,4-dichlorophenol, 2-chlorophenol, 3,5-dichlorocatechol and alpha-chloromuconate, the last as a major metabolite. 3. Dechlorination at the 4(p)-position of the aromatic ring must therefore take place at some stages before ring fission. 4. Pseudomonas N.C.I.B. 9340 (Gaunt, 1962) cultures metabolizing 2,4-dichlorophenoxyacetate contained 2,4-dichloro-6-hydroxyphenoxyacetate, 2,4-dichlorophenol, 3,5-dichlorocatechol and an unstable compound, probably alphagamma-dichloromuconate. 5. Cell-free extracts of the latter organism grown in 2,4-dichlorophenoxyacetate cultures contained an oxygenase that converted 3,5-dichlorocatechol into alphagamma-dichloromuconate, a chlorolactonase that in the presence of Mn(2+) ions converted the dichloromuconate into gamma-carboxymethylene-alpha-chloro-Delta(alphabeta)-butenolide, and a delactonizing enzyme that gave alpha-chloromaleylacetate from this lactone. 6. Pathways of metabolism of 2,4-dichlorophenoxyacetate are discussed.

MeSH Terms
2,4-Dichlorophenoxyacetic Acid/metabolism Acetates/metabolism Catechols/metabolism Chlorides/metabolism Chromatography Countercurrent Distribution Herbicides/metabolism Isomerases Manganese Oxygenases Phenols/metabolism Pseudomonas/metabolism Spectrum Analysis Ultraviolet Rays
Chemicals
Acetates Catechols Chlorides Herbicides Phenols 2,4-Dichlorophenoxyacetic Acid Manganese Oxygenases Isomerases
Authors & Affiliations
4 authors, click to expand affiliations / ORCID
Evans W C
Smith B S
Fernley H N
Davies J I
References (12)
12 references, click to expand
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Article Info
Journal
The Biochemical journal
Abbr.
Biochem J
ISSN
0264-6021
Published
1971-05-00
Pages
543-51
Language
English
Region
England
NLM ID
2984726R
PMCID
PMC1176812
Subset
IM
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