MetaCyc Pathway: phenol degradation II (anaerobic)
Inferred from experiment

Pathway diagram: phenol degradation II (anaerobic)

This view shows enzymes only for those organisms listed below, in the list of taxa known to possess the pathway. If an enzyme name is shown in bold, there is experimental evidence for this enzymatic activity.

Superclasses: Degradation/Utilization/AssimilationAromatic Compounds DegradationPhenolic Compounds DegradationPhenol Degradation

Some taxa known to possess this pathway include : Thauera aromatica

Expected Taxonomic Range: Proteobacteria

Thauera aromatica degrades phenol to benzoyl-CoA, which then enters the anaerobic benzoyl-CoA degradation pathway ( benzoyl-CoA degradation II (anaerobic)) [Heider98, Harwood99].

Superpathways: anaerobic aromatic compound degradation (Thauera aromatica)

Variants: phenol degradation I (aerobic)

Unification Links: Eawag-BBD-Pathways:phe

Created 27-Oct-1999 by Pellegrini-Toole A, Marine Biological Laboratory


Harwood99: Harwood CS, Burchhardt G, Herrmann H, Fuchs G (1999). "Anaerobic metabolism of aromatic compounds via the benzoyl-CoA pathway." FEMS Microbiology Reviews 22:439-458.

Heider98: Heider J, Boll M, Breese K, Breinig S, Ebenau-Jehle C, Feil U, Gad'on N, Laempe D, Leuthner B, Mohamed ME, Schneider S, Burchhardt G, Fuchs G (1998). "Differential induction of enzymes involved in anaerobic metabolism of aromatic compounds in the denitrifying bacterium Thauera aromatica." Arch Microbiol 1998;170(2);120-31. PMID: 9683649

Other References Related to Enzymes, Genes, Subpathways, and Substrates of this Pathway

Biegert93: Biegert T, Altenschmidt U, Eckerskorn C, Fuchs G (1993). "Enzymes of anaerobic metabolism of phenolic compounds. 4-Hydroxybenzoate-CoA ligase from a denitrifying Pseudomonas species." Eur J Biochem 1993;213(1);555-61. PMID: 8477728

Boll01: Boll M, Fuchs G, Meier C, Trautwein A, El Kasmi A, Ragsdale SW, Buchanan G, Lowe DJ (2001). "Redox centers of 4-hydroxybenzoyl-CoA reductase, a member of the xanthine oxidase family of molybdenum-containing enzymes." J Biol Chem 276(51);47853-62. PMID: 11602591

Boll05: Boll M (2005). "Key enzymes in the anaerobic aromatic metabolism catalysing Birch-like reductions." Biochim Biophys Acta 1707(1);34-50. PMID: 15721605

Boll05a: Boll M, Fuchs G (2005). "Unusual reactions involved in anaerobic metabolism of phenolic compounds." Biol Chem 386(10);989-97. PMID: 16218871

Brackmann93: Brackmann R, Fuchs G (1993). "Enzymes of anaerobic metabolism of phenolic compounds. 4-Hydroxybenzoyl-CoA reductase (dehydroxylating) from a denitrifying Pseudomonas species." Eur J Biochem 1993;213(1);563-71. PMID: 8477729

Breese98: Breese K, Fuchs G (1998). "4-Hydroxybenzoyl-CoA reductase (dehydroxylating) from the denitrifying bacterium Thauera aromatica--prosthetic groups, electron donor, and genes of a member of the molybdenum-flavin-iron-sulfur proteins." Eur J Biochem 251(3);916-23. PMID: 9490068

Carmona09: Carmona M, Zamarro MT, Blazquez B, Durante-Rodriguez G, Juarez JF, Valderrama JA, Barragan MJ, Garcia JL, Diaz E (2009). "Anaerobic catabolism of aromatic compounds: a genetic and genomic view." Microbiol Mol Biol Rev 73(1);71-133. PMID: 19258534

Gibson94a: Gibson J, Dispensa M, Fogg GC, Evans DT, Harwood CS (1994). "4-Hydroxybenzoate-coenzyme A ligase from Rhodopseudomonas palustris: purification, gene sequence, and role in anaerobic degradation." J Bacteriol 176(3);634-41. PMID: 8300518

Gibson97: Gibson J, Dispensa M, Harwood CS (1997). "4-hydroxybenzoyl coenzyme A reductase (dehydroxylating) is required for anaerobic degradation of 4-hydroxybenzoate by Rhodopseudomonas palustris and shares features with molybdenum-containing hydroxylases." J Bacteriol 179(3);634-42. PMID: 9006014

Johannes08: Johannes J, Unciuleac MC, Friedrich T, Warkentin E, Ermler U, Boll M (2008). "Inhibitors of the molybdenum cofactor containing 4-hydroxybenzoyl-CoA reductase." Biochemistry 47(17);4964-72. PMID: 18393440

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Park06: Park YJ, Yoo CB, Choi SY, Lee HB (2006). "Purifications and characterizations of a ferredoxin and its related 2-oxoacid:ferredoxin oxidoreductase from the hyperthermophilic archaeon, Sulfolobus solfataricus P1." J Biochem Mol Biol 39(1);46-54. PMID: 16466637

Rubio06: Rubio S, Larson TR, Gonzalez-Guzman M, Alejandro S, Graham IA, Serrano R, Rodriguez PL (2006). "An Arabidopsis mutant impaired in coenzyme A biosynthesis is sugar dependent for seedling establishment." Plant Physiol 140(3);830-43. PMID: 16415216

Unciuleac04: Unciuleac M, Boll M, Warkentin E, Ermler U (2004). "Crystallization of 4-hydroxybenzoyl-CoA reductase and the structure of its electron donor ferredoxin." Acta Crystallogr D Biol Crystallogr 60(Pt 2);388-91. PMID: 14747735

Unciuleac04a: Unciuleac M, Warkentin E, Page CC, Boll M, Ermler U (2004). "Structure of a xanthine oxidase-related 4-hydroxybenzoyl-CoA reductase with an additional [4Fe-4S] cluster and an inverted electron flow." Structure 12(12);2249-56. PMID: 15576037

Wohlbrand08: Wohlbrand L, Wilkes H, Halder T, Rabus R (2008). "Anaerobic degradation of p-ethylphenol by "Aromatoleum aromaticum" strain EbN1: pathway, regulation, and involved proteins." J Bacteriol 190(16);5699-709. PMID: 18539747

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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