Metabolism of resorcinylic compounds by bacteria: new pathway for resorcinol catabolism in Azotobacter vinelandii

We present evidence to document a third pathway for the microbial catabolism of resorcinol. Resorcinol is converted to pyrogallol by resorcinol-grown cells of Azotobacter vinelandii. Pyrogallol is the substrate for one of two ring cleavage enzymes induced by growth with resorcinol. Oxalocrotonate, CO2, pyruvate, and acetaldehyde have been identified as products of pyrogallol oxidation catalyzed by extracts of resorcinol-grown cells. The enzymes pyrogallol 1,2-dioxygenase, oxalocrotonate tautomerase (isomerase), oxalocrotonate decarboxylase, and vinylpyruvate hydratase are present in extracts from resorcinol-grown cells but not in succinate-grown cells.

[1]  M. Nozaki,et al.  Cleavage of pyrogallol by non-heme iron-containing dioxygenases. , 1980, The Journal of biological chemistry.

[2]  H. Neujahr,et al.  Metabolism of phenol and resorcinol in Trichosporon cutaneum , 1979, Journal of bacteriology.

[3]  S. Dagley,et al.  Determinants of biodegradability , 1978, Quarterly Reviews of Biophysics.

[4]  D. W. Ribbons,et al.  p-Cymene pathway in Pseudomonas putida: ring cleavage of 2,3-dihydroxy-p-cumate and subsequent reactions , 1977, Journal of bacteriology.

[5]  R. Patel,et al.  Extradiol Cleavage of 3-Methylcatechol by Catechol 1,2-Dioxygenase from Various Microorganisms , 1977, Applied and environmental microbiology.

[6]  M. M. Bradford.  A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. , 1976, Analytical biochemistry.

[7]  D. W. Ribbons,et al.  Metabolism of resorcinylic compounds by bacteria: orcinol pathway in Pseudomonas putida , 1976, Journal of bacteriology.

[8]  O. Hayaishi,et al.  Extradiol cleavage of 3-substituted catechols by an intradiol dioxygenase, pyrocatechase, from a Pseudomonad. , 1975, The Journal of biological chemistry.

[9]  P. Chapman,et al.  Stereospecific Enzymes in the Degradation of Aromatic Compounds by Pseudomonas putida , 1973, Journal of bacteriology.

[10]  P. Chapman,et al.  Degradation of Protocatechuate in Pseudomonas testosteroni by a Pathway Involving Oxidation of the Product of Meta-Fission , 1973, Journal of bacteriology.

[11]  P. Chapman,et al.  Metabolism of gallic acid and syringic acid by Pseudomonas putida. , 1972, The Journal of biological chemistry.

[12]  W. Evans,et al.  The meta cleavage of catechol by Azotobacter species. 4-Oxalocrotonate pathway. , 1971, European journal of biochemistry.

[13]  W. Evans,et al.  The metabolism of 2-hydroxymuconic semialdehyde by Azotobacter species. , 1971, Biochemical and biophysical research communications.

[14]  G. Hegeman,et al.  Regulation of the meta Cleavage Pathway for Benzoate Oxidation by Pseudomonas putida , 1969, Journal of bacteriology.

[15]  R. Stanier,et al.  Pathways for the oxidation of aromatic compounds by Azotobacter. , 1969, Journal of general microbiology.

[16]  S. Dagley,et al.  Oxoenoic acids as metabolites in the bacterial degradation of catechols. , 1969, The Biochemical journal.

[17]  J. Wood,et al.  Degradation of the Benzene Nucleus by Bacteria , 1964, Nature.

[18]  H. Nakagawa,et al.  CHARACTERISTICS OF CATECHOL OXYGENASE FROM BREVIBACTERIUM FUSCUM. , 1963, Journal of biochemistry.

[19]  J. Voets.  [THE METABOLISM OF BENZOATE BY AZOTOBACTER VINELANDII]. , 1963, Annales de l'Institut Pasteur.

[20]  Y. Nishizuka,et al.  A new metabolic pathway of catechol. , 1962, The Journal of biological chemistry.

[21]  R. H. Wiley,et al.  2-Pyrones. IX. 2-Pyrone-6-carboxylic Acid and its Derivatives , 1954 .

[22]  O. H. Lowry,et al.  Protein measurement with the Folin phenol reagent. , 1951, The Journal of biological chemistry.

[23]  T. Friedemann,et al.  PYRUVIC ACID II. THE DETERMINATION OF KETO ACIDS IN BLOOD AND URINE , 1943 .

[24]  H. E. Fierz‐David,et al.  34. Zur Kenntnis der Alkalischmelze von Benzolsulfosäuren , 1942 .