Vanillic acid metabolism by Sporotrichum pulverulentum: evidence for demethoxylation before ring-cleavage

1983 ◽  
Vol 136 (1) ◽  
pp. 1-6 ◽  
Author(s):  
Paul Ander ◽  
Karl-Erik Eriksson ◽  
Hui-sheng Yu
Keyword(s):  
Vanillic Acid ◽  
Acid Metabolism ◽  
Ring Cleavage ◽  
Sporotrichum Pulverulentum

Vanillic acid metabolism by the white-rot fungus Sporotrichum pulverulentum

1980 ◽  
Vol 125 (3) ◽  
pp. 189-202 ◽  
Author(s):  
Paul Ander ◽  
Annele Hatakka ◽  
Karl-Erik Eriksson
Keyword(s):  
Vanillic Acid ◽  
Acid Metabolism ◽  
White Rot ◽  
White Rot Fungus ◽  
Sporotrichum Pulverulentum

scholarly journals p-Hydroxyphenylacetic Acid Metabolism inPseudomonas putida F6

2001 ◽  
Vol 183 (3) ◽  
pp. 928-933 ◽  
Author(s):  
Kevin E. O'Connor ◽  
Bernard Witholt ◽  
Wouter Duetz
Keyword(s):  
Pseudomonas Putida ◽  
Enzyme Activities ◽  
Acid Metabolism ◽  
Ring Cleavage ◽  
Acid Oxidation ◽  
Dihydroxyphenylacetic Acid ◽  
Cell Extracts ◽  
Hydroxyphenylacetic Acid ◽  
Brown Color

ABSTRACT Pseudomonas putida F6 was found to metabolizep-hydroxyphenylacetic acid through 3,4-dihydroxyphenylacetic acid, 3,4-dihydroxymandelic acid, and 3,4-dihydroxybenzaldehyde. Cell extracts of P. putida F6 catalyze the NAD(P)H-independent hydroxylation ofp-hydroxyphenylacetic acid to 3,4-dihydroxyphenylacetic acid which is further oxidized to 3,4-dihydroxymandelic acid. Oxidation and decarboxylation of the latter yields 3,4-dihydroxybenzaldehyde. A red-brown color accompanies all of the above enzyme activities and is probably due to the polymerization of quinone-like compounds. 3,4-Dihydroxybenzaldehyde is further metabolized through extradiol ring cleavage.

Vanillic acid metabolism by micromycetes

1984 ◽  
Vol 9 (4) ◽  
pp. 415-416 ◽  
Author(s):  
R. Steiman ◽  
F. Seigle-Murandi
Keyword(s):  
Vanillic Acid ◽  
Acid Metabolism

Metabolism of Anthranilic Acid in Plant Cell Suspension Cultures

1978 ◽  
Vol 33 (5-6) ◽  
pp. 368-372
Author(s):  
Johannes Kösler ◽  
Monika Ohm ◽  
Wolfgang Barz
Keyword(s):  
Cell Suspension ◽  
Cell Cultures ◽  
Anthranilic Acid ◽  
Acid Metabolism ◽  
Cell Suspension Cultures ◽  
Suspension Cultures ◽  
Ring Cleavage ◽  
Plant Cell Suspension Cultures ◽  
Plant Cell Suspension ◽  
Cleavage Reactions

Abstract Cell suspension cultures of some 12 plants were investigated for anthranilic acid metabolism. Rapid uptake of substrate is accompanied by partial excretion of anthranilic acid-N-glucoside and followed by predominant conversion into tryptophan. Ring cleavage reactions of anthranilate could not be observed but peroxidatic polymerisation occurred to a high percentage. Anthranilic acid-N-glucoside is not permanently stored by the cell cultures.

Streptomyces setonii: catabolism of vanillic acid via guaiacol and catechol

1981 ◽  
Vol 27 (6) ◽  
pp. 636-638 ◽  
Author(s):  
Anthony L. Pometto III ◽  
John B. Sutherland ◽  
Don L. Crawford
Keyword(s):  
Vanillic Acid ◽  
Protocatechuic Acid ◽  
Carbon Sources ◽  
Uv Spectra ◽  
Ring Cleavage ◽  
Uv Spectrophotometry ◽  
Hydroxybenzoic Acid ◽  
Catechol 1,2 Dioxygenase ◽  
Cleavage Reactions ◽  
Layer Chromatography

Streptomyces setonii (strain 75Vi2) was grown at 45 °C in liquid media containing simple aromatic compounds as principal carbon sources. Thin-layer chromatography, UV spectrophotometry, and gas chromatography were used to show that S. setonii converted benzoic acid, guaiacol, and vanillic acid to catechol; p-hydroxybenzoic acid to protocatechuic acid; and m-hydroxybenzoic acid to gentisic acid. Presence of the ring-cleavage enzymes catechol 1,2-dioxygenase, protocatechuate 3,4-dioxygenase, and gentisate 1,2-dioxygenase was shown both by O2 uptake in ring-cleavage reactions catalyzed by cell-free extracts and by changes in UV spectra that indicated the presence of specific ring-cleavage products. A unique feature of this strain was its catabolism of vanillic acid by way of guaiacol and catechol, using a pathway that had not been confirmed previously.

scholarly journals Identification of a Conserved Transcriptional Activator-Repressor Module Controlling the Expression of Genes Involved in Tannic Acid Degradation and Gallic Acid Utilization in Aspergillus niger

2021 ◽  
Vol 2 ◽  
Author(s):  
Mark Arentshorst ◽  
Marcos Di Falco ◽  
Marie-Claude Moisan ◽  
Ian D. Reid ◽  
Tessa O. M. Spaapen ◽  
...  
Keyword(s):  
Gallic Acid ◽  
Tannic Acid ◽  
Acid Metabolism ◽  
Constitutive Expression ◽  
Transcriptional Activator ◽  
Quinic Acid ◽  
Gene Clusters ◽  
Ring Cleavage ◽  
Gene Encoding ◽  
Genes Encoding

Tannic acid, a hydrolysable gallotannin present in plant tissues, consists of a central glucose molecule esterified with gallic acid molecules. Some microorganisms, including several Aspergillus species, can metabolize tannic acid by releasing gallic acid residues from tannic acid by secreting tannic acid specific esterases into the medium. The expression of these so-called tannases is induced by tannic acid or gallic acid. In this study, we identified a conserved transcriptional activator-repressor module involved in the regulation of predicted tannases and other genes involved in gallic acid metabolism. The transcriptional activator-repressor module regulating tannic acid utilization resembles the transcriptional activator-repressor modules regulating galacturonic acid and quinic acid utilization. Like these modules, the Zn(II)2Cys6 transcriptional activator (TanR) and the putative repressor (TanX) are located adjacent to each other. Deletion of the transcriptional activator (ΔtanR) results in inability to grow on gallic acid and severely reduces growth on tannic acid. Deletion of the putative repressor gene (ΔtanX) results in the constitutive expression of tannases as well as other genes with mostly unknown function. Known microbial catabolic pathways for gallic acid utilization involve so-called ring cleavage enzymes, and two of these ring cleavage enzymes show increased expression in the ΔtanX mutant. However, deletion of these two genes, and even deletion of all 17 genes encoding potential ring cleavage enzymes, did not result in a gallic acid non-utilizing phenotype. Therefore, in A. niger gallic acid utilization involves a hitherto unknown pathway. Transcriptome analysis of the ΔtanX mutant identified several genes and gene clusters that were significantly induced compared to the parental strain. The involvement of a selection of these genes and gene clusters in gallic acid utilization was examined by constructing gene deletion mutants and testing their ability to grow on gallic acid. Only the deletion of a gene encoding an FAD-dependent monooxygenase (NRRL3_04659) resulted in a strain that was unable to grow on gallic acid. Metabolomic studies showed accumulation of gallic acid in the ΔNRRL3_04659 mutant suggesting that this predicted monooxygenase is involved in the first step of gallic acid metabolism and is likely responsible for oxidation of the aromatic ring.

Metabolism of cinnamic, p-coumaric, and ferulic acids by Streptomyces setonii

1983 ◽  
Vol 29 (10) ◽  
pp. 1253-1257 ◽  
Author(s):  
John B. Sutherland ◽  
Don L. Crawford ◽  
Anthony L. Pometto III
Keyword(s):  
Ferulic Acid ◽  
Yeast Extract ◽  
Cinnamic Acid ◽  
Vanillic Acid ◽  
Protocatechuic Acid ◽  
Oxygen Electrode ◽  
Ring Cleavage ◽  
Initial Growth ◽  
Coumaric Acid ◽  
Catechol 1,2 Dioxygenase

Streptomyces setonii strain 75Vi2 was grown at 45 °C in liquid media containing yeast extract and trans-cinnamic acid, p-coumaric acid, ferulic acid, or vanillin. Gas chromatography, thin-layer chromatography, and mass spectrometry showed that cinnamic acid was catabolized via benzaldehyde, benzoic acid, and catechol; p-coumaric acid was catabolized via p-hydroxybenzaldehyde, p-hydroxybenzoic acid, and protocatechuic acid; ferulic acid was catabolized via vanillin, vanillic acid, and protocatechuic acid. When vanillin was used as the initial growth substrate, it was catabolized via vanillic acid, guaiacol, and catechol. The inducible ring-cleavage dioxygenases catechol 1,2-dioxygenase and protocatechuate 3,4-dioxygenase were detected with an oxygen electrode in cell-free extracts of cultures grown in media with aromatic growth substrates and yeast extract.

Vanillic acid metabolism by selected soft-rot, brown-rot, and white-rot fungi

1982 ◽  
Vol 131 (4) ◽  
pp. 366-374 ◽  
Author(s):  
John A. Buswell ◽  
Karl-Erik Eriksson ◽  
Jugal K. Gupta ◽  
Sven G. Hamp ◽  
Inger Nordh
Keyword(s):  
Vanillic Acid ◽  
Acid Metabolism ◽  
White Rot Fungi ◽  
Brown Rot ◽  
Soft Rot ◽  
White Rot

Amino Acid Metabolism

1979 ◽  
Vol 7 (1) ◽  
pp. 261-262
Author(s):  
E. V. ROWSELL
Keyword(s):  
Amino Acid ◽  
Amino Acid Metabolism ◽  
Acid Metabolism
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