KEGG   ENZYME: 1.21.4.5
Entry
EC 1.21.4.5                 Enzyme                                 
Name
tetrachlorohydroquinone reductive dehalogenase;
pcpC (gene name)
Class
Oxidoreductases;
Catalysing the reaction X-H + Y-H = X-Y;
With a disulfide as acceptor
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)
R05402 R05403
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
ec01100  Metabolic pathways
ec01120  Microbial metabolism in diverse environments
Orthology
K15241  tetrachlorohydroquinone reductive dehalogenase
Genes
CPSCPS_1668
BCENDM39_4146(pcpC)
PAQTE8L99_15980
FAPGR316_05145
RDICMV14_03780
SCHSphch_4028
Reference
1  [PMID:1459949]
  Authors
Xun L, Topp E, Orser CS
  Title
Purification and characterization of a tetrachloro-p-hydroquinone reductive dehalogenase from a Flavobacterium sp.
  Journal
J Bacteriol 174:8003-7 (1992)
DOI:10.1128/JB.174.24.8003-8007.1992
  Sequence
Reference
2  [PMID:8931562]
  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
Biochemistry 35:14634-42 (1996)
DOI:10.1021/bi961730f
Other DBs
ExplorEnz - The Enzyme Database: 1.21.4.5
IUBMB Enzyme Nomenclature: 1.21.4.5
ExPASy - ENZYME nomenclature database: 1.21.4.5
BRENDA, the Enzyme Database: 1.21.4.5

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