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Literature summary for 1.3.7.8 extracted from

  • Culka, M.; Huwiler, S.G.; Boll, M.; Ullmann, G.M.
    Breaking benzene aromaticity - computational insights into the mechanism of the tungsten-containing benzoyl-CoA reductase (2017), J. Am. Chem. Soc., 139, 14488-14500 .
    View publication on PubMed
Search for more literature for 1.3.7.8

Inhibitors

Inhibitors Comment Organism Structure
cyclohex-1-ene-1-carboxyl-CoA monoenoyl-CoA Geobacter metallireducens

Metals/Ions

Metals/Ions Comment Organism Structure
Fe2+ in iron-sulfur clusters Geobacter metallireducens
Mg2+ required Geobacter metallireducens
additional information the Bam(BC)2 heterotetramer contains iron-sulfur clusters, tungsten, and zinc Geobacter metallireducens
Tungsten
-
 Geobacter metallireducens
Zinc
-
 Geobacter metallireducens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
benzoyl-CoA + reduced ferredoxin + 2 ATP + 2 H2O Geobacter metallireducens
-
 cyclohexa-1,5-diene-1-carbonyl-CoA + oxidized ferredoxin + 2 ADP + 2 phosphate
-
 ?
benzoyl-CoA + reduced ferredoxin + 2 ATP + 2 H2O Geobacter metallireducens GS-15
-
 cyclohexa-1,5-diene-1-carbonyl-CoA + oxidized ferredoxin + 2 ADP + 2 phosphate
-
 ?
benzoyl-CoA + reduced ferredoxin + 2 ATP + 2 H2O Geobacter metallireducens DSM 7210
-
 cyclohexa-1,5-diene-1-carbonyl-CoA + oxidized ferredoxin + 2 ADP + 2 phosphate
-
 ?
benzoyl-CoA + reduced ferredoxin + 2 ATP + 2 H2O Geobacter metallireducens ATCC 53774
-
 cyclohexa-1,5-diene-1-carbonyl-CoA + oxidized ferredoxin + 2 ADP + 2 phosphate
-
 ?

Organism

Organism UniProt Comment Textmining
Geobacter metallireducens
-
-
-
Geobacter metallireducens ATCC 53774
-
-
-
Geobacter metallireducens DSM 7210
-
-
-
Geobacter metallireducens GS-15
-
-
-

Reaction

Reaction Comment Organism Reaction ID
cyclohexa-1,5-diene-1-carbonyl-CoA + oxidized ferredoxin + 2 ADP + 2 phosphate = benzoyl-CoA + reduced ferredoxin + 2 ATP + 2 H2O benzoyl-CoA reduction is initiated by a hydrogen atom transfer from a W(IV) species with an aqua ligand, yielding W(V)-[OH-] and a substrate radical intermediate. In the next step, a proton-assisted second electron transfer takes place with a conserved active-site histidine serving as the second proton donor. The electron for the second reduction step is taken from the pyranopterin cofactors rather than from the tungsten ion. The resulting cationic radical, which is distributed over both pyranopterins, is stabilized by conserved anionic amino acid residues, reaction mechanism, detailed overview Geobacter metallireducens
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
benzoyl-CoA + reduced ferredoxin + 2 ATP + 2 H2O
-
 Geobacter metallireducens cyclohexa-1,5-diene-1-carbonyl-CoA + oxidized ferredoxin + 2 ADP + 2 phosphate
-
 ?
benzoyl-CoA + reduced ferredoxin + 2 ATP + 2 H2O substrate binding structure analysis Geobacter metallireducens cyclohexa-1,5-diene-1-carbonyl-CoA + oxidized ferredoxin + 2 ADP + 2 phosphate
-
 ?
benzoyl-CoA + reduced ferredoxin + 2 ATP + 2 H2O
-
 Geobacter metallireducens GS-15 cyclohexa-1,5-diene-1-carbonyl-CoA + oxidized ferredoxin + 2 ADP + 2 phosphate
-
 ?
benzoyl-CoA + reduced ferredoxin + 2 ATP + 2 H2O substrate binding structure analysis Geobacter metallireducens GS-15 cyclohexa-1,5-diene-1-carbonyl-CoA + oxidized ferredoxin + 2 ADP + 2 phosphate
-
 ?
benzoyl-CoA + reduced ferredoxin + 2 ATP + 2 H2O
-
 Geobacter metallireducens DSM 7210 cyclohexa-1,5-diene-1-carbonyl-CoA + oxidized ferredoxin + 2 ADP + 2 phosphate
-
 ?
benzoyl-CoA + reduced ferredoxin + 2 ATP + 2 H2O substrate binding structure analysis Geobacter metallireducens DSM 7210 cyclohexa-1,5-diene-1-carbonyl-CoA + oxidized ferredoxin + 2 ADP + 2 phosphate
-
 ?
benzoyl-CoA + reduced ferredoxin + 2 ATP + 2 H2O
-
 Geobacter metallireducens ATCC 53774 cyclohexa-1,5-diene-1-carbonyl-CoA + oxidized ferredoxin + 2 ADP + 2 phosphate
-
 ?
benzoyl-CoA + reduced ferredoxin + 2 ATP + 2 H2O substrate binding structure analysis Geobacter metallireducens ATCC 53774 cyclohexa-1,5-diene-1-carbonyl-CoA + oxidized ferredoxin + 2 ADP + 2 phosphate
-
 ?

Synonyms

Synonyms Comment Organism
BamB
-
 Geobacter metallireducens
class II benzoyl-CoA reductase complex
-
 Geobacter metallireducens

Cofactor

Cofactor Comment Organism Structure
ATP
-
 Geobacter metallireducens
Fe-S center the Bam(BC)2 heterotetramer contains iron-sulfur clusters. The BamC subunits, which presumably connect the BamBC to the rest of the BamB-I complex, bind three [4Fe-4S] clusters each Geobacter metallireducens
Ferredoxin
-
 Geobacter metallireducens

General Information

General Information Comment Organism
metabolism in benzoic acid metabolism (Bam), the anaerobic bacterium Geobacter metallireducens initiates production of a class II BCR complex, when grown on benzoate. The complex is the eight-subunit complex BamBCDEFGHI. This BamB-I complex drives the endergonic benzoyl-CoA reduction to dienoyl-CoA presumably by flavin-based electron bifurcation instead of coupling to ATP hydrolysis. The BamBC part with BamB harbors the active site Geobacter metallireducens
additional information continuum electrostatic and QM/MM calculations are used to model benzoyl-CoA reduction by BamB and elucidate the reaction mechanism. The Bam(BC)2 heterotetramer contains iron-sulfur clusters, tungsten, and zinc, analysis of Bam(BC)2 heterotetramer structure with the redox cofactors ([4Fe-4S] clusters and bis-WPT) and the substrate benzoyl-CoA. The BamC subunits, which presumably connect the BamBC to the rest of the BamB-I complex, bind three [4Fe-4S] clusters each. Substrate binding structure in the active site of the BamBC dimer, overview Geobacter metallireducens
physiological function in anaerobic microorganisms, most monocyclic aromatic growth substrates are converted to the central intermediate benzoyl-coenzyme A, which is enzymatically reduced to cyclohexa-1,5-dienoyl-CoA. The strictly anaerobic bacterium Geobacter metallireducens uses the class II benzoyl-CoA reductase complex for this reaction. The catalytic BamB subunit of this complex harbors an active site tungsten-bispyranopterin cofactor with the metal being coordinated by five protein/cofactor-derived sulfur atoms and a sixth ligand Geobacter metallireducens