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Literature summary extracted from

  • Paizs, C.; Bartlewski-Hof, U.; Retey, J.
    Investigation of the mechanism of action of pyrogallol-phloroglucinol transhydroxylase by using putative intermediates (2007), Chemistry, 13, 2805-2811.
    View publication on PubMed

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.97.1.2 Molybdenum molybdopterin-containing enzyme Pelobacter acidigallici

Organism

EC Number Organism UniProt Comment Textmining
1.97.1.2 Pelobacter acidigallici
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Reaction

EC Number Reaction Comment Organism Reaction ID
1.97.1.2 1,2,3,5-tetrahydroxybenzene + 1,2,3-trihydroxybenzene = 1,3,5-trihydroxybenzene + 1,2,3,5-tetrahydroxybenzene transfer of the hydroxy group occurs via 2,4,3’,4’,5’-hexahydroxydiphenyl ether as an intermediate. The 1-OH group of pyrogallol coordinates to the MoVI atom of Moco and is oxidized to the orthoquinone form, while H144 accepts the phenolic proton. the 2-OH group of 1,2,3,5-tetrahydroxybenzene adds to the quinone in a Michael-type reaction, which is assisted by proton transfer from D174. The substrate-cocatalyst adduct is tautomerized with the assistance of Y404 as a proton donor. In the last stage, the paraquinone form of the tetrahydroxybenzene is reduced by Mo(IV) Pelobacter acidigallici
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Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.97.1.2 1,2,3,5-tetrahydroxybenzene + 1,2,3-trihydroxybenzene 2,4,6,3’,4’,5’-hexahydroxydiphenyl ether and 3,4,5,3’,4’,5’-hexahydroxydiphenyl ether can substitute for the cocatalyst 1,2,3,5-tetrahydroxybenzene in vitro. This indicates that the diphenyl ethers can intrude into the active site and initiate the catalytic cycle Pelobacter acidigallici 1,3,5-trihydroxybenzene + 1,2,3,5-tetrahydroxybenzene
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