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PMID: 2306096 Published · ppublish English Journal Article Research Support, Non-U.S. Gov't

Biotransformation of substituted benzoates to the corresponding cis-diols by an engineered strain of Pseudomonas oleovorans producing the TOL plasmid-specified enzyme toluate-1,2-dioxygenase.

Applied and environmental microbiology ·Vol. 56 ·No. 2 ·1990-02-00 ·Pages 569-71

Wubbolts MG, Timmis KN

Abstract

The conversion of substituted benzoates into 1,2-cis-dihydroxycyclohexa-3,5-diene carboxylic acids (cis-diols) was effected by using Escherichia coli and Pseudomonas recombinants carrying the xylXYZ genes originating from the Pseudomonas putida mt-2 TOL plasmid, thus producing toluate-1,2-dioxygenase. Pseudomonas oleovorans GPo12 recombinants readily produced meta- and para-substituted cis-diols, but were limited in their oxidation of ortho-substituted substrates.

MeSH Terms

Benzoates/metabolism Biotransformation Gene Expression Regulation, Bacterial Genetic Engineering Oxygenases/biosynthesis,genetics Plasmids Pseudomonas/enzymology,genetics,metabolism

Chemicals

Benzoates Oxygenases toluene dioxygenase

Authors & Affiliations

2 authors, click to expand affiliations / ORCID

Wubbolts M G

Department of Medical Biochemistry, Faculty of Medicine, University of Geneva, Switzerland.

Timmis K N

References (23)

23 references, click to expand

Regulatory circuits controlling transcription of TOL plasmid operon encoding meta-cleavage pathway for degradation of alkylbenzoates by Pseudomonas.
Mol Microbiol. 1987 Nov;1(3):293-300 PMID: 3448461
Assemblage of ortho cleavage route for simultaneous degradation of chloro- and methylaromatics.
Science. 1987 Dec 4;238(4832):1395-8 PMID: 3479842
Cloning and expression in Escherichia coli of Acinetobacter calcoaceticus genes for benzoate degradation.
J Bacteriol. 1987 Dec;169(12):5496-503 PMID: 2824437
Expression of the regulatory gene xylS on the TOL plasmid is positively controlled by the xylR gene product.
Proc Natl Acad Sci U S A. 1987 Aug;84(15):5182-6 PMID: 2440045
Roles of the divergent branches of the meta-cleavage pathway in the degradation of benzoate and substituted benzoates.
J Bacteriol. 1987 Feb;169(2):558-64 PMID: 3542963
Altered effector specificities in regulators of gene expression: TOL plasmid xylS mutants and their use to engineer expansion of the range of aromatics degraded by bacteria.
Proc Natl Acad Sci U S A. 1986 Nov;83(22):8467-71 PMID: 3022293
Vector for regulated expression of cloned genes in a wide range of gram-negative bacteria.
J Bacteriol. 1986 Aug;167(2):447-54 PMID: 3525513
Identification of cis-diols as intermediates in the oxidation of aromatic acids by a strain of Pseudomonas putida that contains a TOL plasmid.
J Bacteriol. 1986 Jun;166(3):1028-39 PMID: 3711022
Genetic analysis of a relaxed substrate specificity aromatic ring dioxygenase, toluate 1,2-dioxygenase, encoded by TOL plasmid pWW0 of Pseudomonas putida.
Mol Gen Genet. 1986 Feb;202(2):226-34 PMID: 3010045
Use of cloned genes of Pseudomonas TOL plasmid to effect biotransformation of benzoates to cis-dihydrodiols and catechols by Escherichia coli cells.
Appl Environ Microbiol. 1985 Dec;50(6):1409-13 PMID: 3911905
Transcription of the TOL plasmid toluate catabolic pathway operon of Pseudomonas putida is determined by a pair of co-ordinately and positively regulated overlapping promoters.
EMBO J. 1984 Nov;3(11):2461-6 PMID: 6096122
Transposon mutagenesis analysis of meta-cleavage pathway operon genes of the TOL plasmid of Pseudomonas putida mt-2.
J Bacteriol. 1984 Oct;160(1):251-5 PMID: 6090417
Enzyme recruitment in vitro: use of cloned genes to extend the range of haloaromatics degraded by Pseudomonas sp. strain B13.
J Bacteriol. 1984 Jun;158(3):1025-32 PMID: 6327621
Molecular and functional analysis of the TOL plasmid pWWO from Pseudomonas putida and cloning of genes for the entire regulated aromatic ring meta cleavage pathway.
Proc Natl Acad Sci U S A. 1981 Dec;78(12):7458-62 PMID: 6950388
Molecular cloning of gene xylS of the TOL plasmid: evidence for positive regulation of the xylDEGF operon by xylS.
J Bacteriol. 1981 Nov;148(2):413-8 PMID: 6271729
Catabolism of pseudocumene and 3-ethyltoluene by Pseudomonas putida (arvilla) mt-2: evidence for new functions of the TOL (pWWO) plasmid.
J Bacteriol. 1981 Apr;146(1):179-91 PMID: 7216999
Molecular cloning of TOL genes xylB and xylE in Escherichia coli.
J Bacteriol. 1981 Mar;145(3):1137-43 PMID: 7009570
Chemical structure and biodegradability of halogenate aromatic compounds. Substituent effects on 1,2-dioxygenation of benzoic acid.
Biochim Biophys Acta. 1978 Sep 6;542(3):412-23 PMID: 687664
Regulation of the degradative pathway enzymes coded for by the TOL plasmid (pWWO) from Pseudomonas putida mt-2.
J Bacteriol. 1978 Jun;134(3):757-64 PMID: 659369
Metabolism of toluene and xylenes by Pseudomonas (putida (arvilla) mt-2: evidence for a new function of the TOL plasmid.
J Bacteriol. 1975 Oct;124(1):7-13 PMID: 1176436
Pseudomonas oleovorans hydroxylation-epoxidation system: additional strain improvements.
Appl Microbiol. 1973 Aug;26(2):217-8 PMID: 4743875
Acetylornithinase of Escherichia coli: partial purification and some properties.
J Biol Chem. 1956 Jan;218(1):97-106 PMID: 13278318
Metabolism of benzoic acid by bacteria. Accumulation of (-)-3,5-cyclohexadiene-1,2-diol-1-carboxylic acid by mutant strain of Alcaligenes eutrophus.
Biochemistry. 1971 Jun 22;10(13):2530-6 PMID: 4326771

Article Info

Journal

Applied and environmental microbiology

Abbr.

Appl Environ Microbiol

ISSN

0099-2240

DOI

10.1128/aem.56.2.569-571.1990

Published

1990-02-00

Pages

569-71

Language

English

Region

United States

NLM ID

7605801

PMCID

PMC183381

Subset

External Links

PubMed source DOI: 10.1128/aem.56.2.569-571.1990 PMC Full Text View journal details

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Biotransformation of substituted benzoates to the corresponding cis-diols by an engineered strain of Pseudomonas oleovorans producing the TOL plasmid-specified enzyme toluate-1,2-dioxygenase.

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