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Information on EC 1.14.14.172 - 3,5,6-trichloropyridin-2-ol monooxygenase

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IUBMB Comments
The enzyme, characterized from a number of bacterial species, participates in the degradation of 3,5,6-trichloropyridin-2-ol (TCP), a metabolite of the common organophosphorus insecticide chlorpyrifos. The enzyme is a multifunctional flavin-dependent monooxygenase that displaces three chlorine atoms by attacking three different positions in the substrate. Each reaction catalysed by the enzyme displaces a single chlorine and results in formation of a dione, which must be reduced by FADH2 before the monooxygenase could catalyse the next step. The large amount of FADH2 that is required is generated by a dedicated flavin reductase (TcpX). cf. EC 1.14.14.173, 2,4,6-trichlorophenol monooxygenase.
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The enzyme appears in viruses and cellular organisms
Reaction Schemes
3,6-dichloropyridine-2,5-diol
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=
6-chloro-3-hydroxypyridine-2,5-dione
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6-chloropyridine-2,3,5-triol
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=
3,6-dihydroxypyridine-2,5-dione
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Synonyms
2,4,6-trichlorophenol monooxygenase, tcpA, more
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
3,5,6-trichloropyridin-2-ol + FADH2 + O2 = 3,6-dichloropyridine-2,5-dione + Cl- + FAD + H2O
show the reaction diagram
(1)
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3,6-dichloropyridine-2,5-diol + FADH2 + O2 = 6-chloro-3-hydroxypyridine-2,5-dione + Cl- + FAD + H2O
show the reaction diagram
(2)
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6-chloropyridine-2,3,5-triol + FADH2 + O2 = 3,6-dihydroxypyridine-2,5-dione + Cl- + FAD + H2O
show the reaction diagram
(3)
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PATHWAY SOURCE
PATHWAYS
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