Literature DB >> 5123888

Bacterial metabolism of 2,4-dichlorophenoxyacetate.

W C Evans, B S Smith, H N Fernley, J I Davies.   

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.

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Year:  1971        PMID: 5123888      PMCID: PMC1176812          DOI: 10.1042/bj1220543

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


  12 in total

1.  METABOLISM OF 2,4-DICHLOROPHENOXYACETIC ACID ('2,4-D') BY ASPERGILLUS NIGER VAN TIEGH.

Authors:  J K FAULKNER; D WOODCOCK
Journal:  Nature       Date:  1964-08-22       Impact factor: 49.962

2.  An introduction to the origin and biochemistry of microbial halometabolites.

Authors:  M A PETTY
Journal:  Bacteriol Rev       Date:  1961-06

3.  The mechanism of formation of beta-ketoadipic acid by bacteria.

Authors:  W R SISTROM; R Y STANIER
Journal:  J Biol Chem       Date:  1954-10       Impact factor: 5.157

4.  Isolation of 2.4-dichlorophenol from a soil fungus and its biological significance.

Authors:  K Ando; A Kato; S Suzuki
Journal:  Biochem Biophys Res Commun       Date:  1970       Impact factor: 3.575

5.  The role of the tissues and gut flora in the metabolism of [14C]homoprotocatechuic acid in the rat and rabbit.

Authors:  J C Dacre; R R Scheline; R T Williams
Journal:  J Pharm Pharmacol       Date:  1968-08       Impact factor: 3.765

6.  Dehydroxylation of caffeic acid by a bacterium isolated from rat faeces.

Authors:  G Perez-Silva; D Rodriguez; J Perez-Silva
Journal:  Nature       Date:  1966-10-15       Impact factor: 49.962

7.  Co-metabolism of methyl- and chloro-substituted catechols by an Achromobacter sp. possessing a new meta-cleaving oxygenase.

Authors:  R S Horvath
Journal:  Biochem J       Date:  1970-10       Impact factor: 3.857

8.  The metabolism of aromatic compounds by Rhodopseudomonas palustris. A new, reductive, method of aromatic ring metabolism.

Authors:  P L Dutton; W C Evans
Journal:  Biochem J       Date:  1969-07       Impact factor: 3.857

9.  Bacterial metabolism of 4-chlorophenoxyacetate.

Authors:  W C Evans; B S Smith; P Moss; H N Fernley
Journal:  Biochem J       Date:  1971-05       Impact factor: 3.857

10.  Metabolism of 4-chloro-2-methylphenoxyacetate by a soil pseudomonad. Ring-fission, lactonizing and delactonizing enzymes.

Authors:  J K Gaunt; W C Evans
Journal:  Biochem J       Date:  1971-05       Impact factor: 3.857

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  60 in total

1.  Two chlorocatechol catabolic gene modules on plasmid pJP4.

Authors:  Michael Schlömann
Journal:  J Bacteriol       Date:  2002-08       Impact factor: 3.490

2.  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

3.  Suicide Inactivation of Catechol 2,3-Dioxygenase from Pseudomonas putida mt-2 by 3-Halocatechols.

Authors:  I Bartels; H J Knackmuss; W Reineke
Journal:  Appl Environ Microbiol       Date:  1984-03       Impact factor: 4.792

Review 4.  Bacterial scission of ether bonds.

Authors:  G F White; N J Russell; E C Tidswell
Journal:  Microbiol Rev       Date:  1996-03

5.  Microbial metabolism of chlorosalicylates: effect of prolonged subcultivation on constructed strains.

Authors:  M A Rubio; K H Engesser; H J Knackmuss
Journal:  Arch Microbiol       Date:  1986-07       Impact factor: 2.552

6.  Microbial metabolism of chlorosalicylates: accelerated evolution by natural genetic exchange.

Authors:  M A Rubio; K H Engesser; H J Knackmuss
Journal:  Arch Microbiol       Date:  1986-07       Impact factor: 2.552

7.  Dienelactone hydrolase from Pseudomonas cepacia.

Authors:  M Schlömann; K L Ngai; L N Ornston; H J Knackmuss
Journal:  J Bacteriol       Date:  1993-05       Impact factor: 3.490

8.  2,4-Dichlorophenoxyacetate metabolism by Arthrobacter sp.: accumulation of a chlorobutenolide.

Authors:  K W Sharpee; J M Duxbury; M Alexander
Journal:  Appl Microbiol       Date:  1973-09

9.  Metabolism of 3-chloro-, 4-chloro-, and 3,5-dichlorobenzoate by a pseudomonad.

Authors:  J Hartmann; W Reineke; H J Knackmuss
Journal:  Appl Environ Microbiol       Date:  1979-03       Impact factor: 4.792

10.  Conversion of 2-chloro-cis,cis-muconate and its metabolites 2-chloro- and 5-chloromuconolactone by chloromuconate cycloisomerases of pJP4 and pAC27.

Authors:  M D Vollmer; M Schlömann
Journal:  J Bacteriol       Date:  1995-05       Impact factor: 3.490

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