Entry
Name
tetrachlorohydroquinone reductive dehalogenase;
pcpC (gene name)
Class
Oxidoreductases;
Catalysing the reaction X-H + Y-H = X-Y;
With a disulfide as acceptor
BRITE hierarchy
Sysname
glutathione disulfide:2,6-dichlorohydroquinone (chlorinating)
Reaction(IUBMB)
(1) 2,6-dichlorohydroquinone + Cl- + glutathione disulfide = 2,3,6-trichlorohydroquinone + 2 glutathione [RN:
R05403 ];
(2) 2,3,6-trichlorohydroquinone + Cl- + glutathione disulfide = 2,3,5,6-tetrachlorohydroquinone + 2 glutathione [RN:
R05402 ]
Reaction(KEGG)
Substrate
2,6-dichlorohydroquinone [CPD:
C07097 ];
Cl- [CPD:
C00698 ];
glutathione disulfide [CPD:
C00127 ];
2,3,6-trichlorohydroquinone [CPD:
C07099 ]
Product
2,3,6-trichlorohydroquinone [CPD:
C07099 ];
glutathione [CPD:
C00051 ];
2,3,5,6-tetrachlorohydroquinone [CPD:
C03434 ]
Comment
The enzyme, characterized from the bacterium Sphingobium chlorophenolicum, converts tetrachlorohydroquinone to 2,6-dichlorohydroquinone in two steps, via 2,3,6-trichlorohydroquinone, using glutathione as the reducing agent. The enzyme is sensitive to oxidation - when an internal L-cysteine residue is oxidized, the enzyme produces 2,3,5-trichloro-6-(glutathion-S-yl)-hydroquinone and 2,6-dichloro-3-(glutathion-S-yl)-hydroquinone instead of its normal products.
History
EC 1.21.4.5 created 2018
Pathway
ec00361 Chlorocyclohexane and chlorobenzene degradation
ec01120 Microbial metabolism in diverse environments
Orthology
K15241 tetrachlorohydroquinone reductive dehalogenase
Genes
MNY : R50073_09240 R50073_11600 R50073_32510
» show all
Taxonomy
Reference
Authors
Xun L, Topp E, Orser CS
Title
Purification and characterization of a tetrachloro-p-hydroquinone reductive dehalogenase from a Flavobacterium sp.
Journal
Sequence
Reference
Authors
McCarthy DL, Navarrete S, Willett WS, Babbitt PC, Copley SD
Title
Exploration of the relationship between tetrachlorohydroquinone dehalogenase and the glutathione S-transferase superfamily.
Journal
Other DBs
ExplorEnz - The Enzyme Database: 1.21.4.5
ExPASy - ENZYME nomenclature database: 1.21.4.5