Abstract
A selection procedure is described which was used to isolate mutants of Pseudomonas putida strain U in the following enzymes of the meta-fission pathway of phenol and cresols: hydrolase, tautomerase, and decarboxylase. Strains deficient in the hydrolase are unable to use either o- or m-cresol as a sole carbon source and were shown to accumulate 2-hydroxy-6-keto-2,4-heptadienoate when incubated in the presence of o- or m-cresol. When 2-hydroxymuconic semialdehyde (plus nicotinamide adenine dinucleotide, oxidized form) was metabolized by phenol-induced extracts of tautomerase-deficient strains, the enol tautomer of 4-oxalocrotonate accumulated and was then converted slowly to the keto tautomer by a nonenzymatic reaction. Phenol-induced extracts of decarboxylase-deficient strains accumulated the keto tautomer of 4-oxalocrotonate from 2-hydroxymuconic semialdehyde (plus nicotinamide adenine dinucleotide, oxidized form). Strains with an inactive decarboxylase are unable to completely metabolize either phenol or p-cresol. Tautomerase-defective strains are unable to grow with p-cresol as the sole carbon source and grow only very slowly on phenol.
MeSH Terms
Aldehydes/biosynthesis
Carboxy-Lyases/metabolism
Cresols/metabolism
Crotonates/biosynthesis
Culture Media
Cycloserine
Fumarates/metabolism
Hydrolases/metabolism
Isomerases/metabolism
Mutation
Penicillin G
Phenols/metabolism
Pseudomonas/enzymology,growth & development,metabolism
Stereoisomerism
Chemicals
Aldehydes
Cresols
Crotonates
Culture Media
Fumarates
Phenols
Cycloserine
Hydrolases
Carboxy-Lyases
Isomerases
Penicillin G
Authors & Affiliations
3 authors, click to expand affiliations / ORCID
Wigmore G J
Bayly R C
Di Berardino D
References (10)
10 references, click to expand
-
The metabolism of cresols by species of Pseudomonas.
Biochem J. 1966 Nov;101(2):293-301
PMID: 5966268
-
Metabolism of omicron-cresol by Pseudomonas aeruginosa strain T1.
J Gen Microbiol. 1966 Aug;44(2):221-31
PMID: 4961370
-
Oxoenoic acids as metabolites in the bacterial degradation of catechols.
Biochem J. 1969 Feb;111(3):303-7
PMID: 5767053
-
Isolation of spontaneous mutant strains of Pseudomonas putida.
Biochem Biophys Res Commun. 1969 Jul 7;36(1):179-84
PMID: 5796751
-
Phenol and benzoate metabolism by Pseudomonas putida: regulation of tangential pathways.
J Bacteriol. 1969 Nov;100(2):869-77
PMID: 5354952
-
The meta cleavage of catechol by Azotobacter species. 4-Oxalocrotonate pathway.
Eur J Biochem. 1971 Jun 11;20(3):400-13
PMID: 4325686
-
The metabolic divergence in the meta cleavage of catechols by Pseudomonas putida NCIB 10015. Physiological significance and evolutionary implications.
Eur J Biochem. 1972 Jul 24;28(3):347-56
PMID: 4342908
-
Stereospecific enzymes in the degradation of aromatic compounds by pseudomonas putida.
J Bacteriol. 1973 Feb;113(2):922-31
PMID: 4690969
-
Metabolism of phenol and cresols by mutants of Pseudomonas putida.
J Bacteriol. 1973 Mar;113(3):1112-20
PMID: 4347965
-
Benzoate metabolism in Pseudomonas putida(arvilla) mt-2: demonstration of two benzoate pathways.
J Bacteriol. 1973 Jul;115(1):262-7
PMID: 4717515