1.97.1.2: pyrogallol hydroxytransferase
This is an abbreviated version!
For detailed information about pyrogallol hydroxytransferase, go to the full flat file.
Word Map on EC 1.97.1.2
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1.97.1.2
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pelobacter
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molybdenum
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heterodimer
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epr
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beta-subunits
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p-chloromercuribenzoate
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sulfide
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cosubstrate
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dithionite
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acid-labile
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acetylene
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desulfovibrio
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trihydroxybenzenes
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tungsten
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molybdopterin
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dehydroxylation
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1,2,4-trihydroxybenzene
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phenol
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dimethylsulfoxide
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hydroxyhydroquinone
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guanine
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hydratase
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alpha-subunit
- 1.97.1.2
-
pelobacter
- molybdenum
- heterodimer
- epr
- beta-subunits
- p-chloromercuribenzoate
- sulfide
-
cosubstrate
- dithionite
-
acid-labile
- acetylene
- desulfovibrio
-
trihydroxybenzenes
- tungsten
- molybdopterin
-
dehydroxylation
- 1,2,4-trihydroxybenzene
- phenol
- dimethylsulfoxide
- hydroxyhydroquinone
- guanine
-
hydratase
- alpha-subunit
Reaction
Synonyms
1,2,3,5-tetrahydroxybenzene-pyrogallol hydroxyltransferase, 1,2,3,5-tetrahydroxybenzene:pyrogallol transhydroxylase, hydroxyltransferase, 1,2,3,5-tetrahydroxybenzene, pyrogallol hydroxyltransferase, pyrogallol phloroglucinol transhydroxylase, pyrogallol:phloroglucinol hydroxyltransferase, transhydroxylase
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Reaction
Reaction on EC 1.97.1.2 - pyrogallol hydroxytransferase
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1,2,3,5-tetrahydroxybenzene + 1,2,3-trihydroxybenzene = 1,3,5-trihydroxybenzene + 1,2,3,5-tetrahydroxybenzene
1,2,3,5-tetrahydroxybenzene + 1,2,3-trihydroxybenzene = 1,3,5-trihydroxybenzene + 1,2,3,5-tetrahydroxybenzene
a mechanism is proposed which combines an oxidative hydroxylation with a reductive dehydroxylation via molybdenum cofactor
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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)
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