KEGG   ORTHOLOGY: K15241
Entry
K15241                      KO                                     
Symbol
pcpC
Name
tetrachlorohydroquinone reductive dehalogenase [EC:1.21.4.5]
Pathway
map00361  Chlorocyclohexane and chlorobenzene degradation
map01100  Metabolic pathways
map01120  Microbial metabolism in diverse environments
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09111 Xenobiotics biodegradation and metabolism
   00361 Chlorocyclohexane and chlorobenzene degradation
    K15241  pcpC; tetrachlorohydroquinone reductive dehalogenase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.21  Catalysing the reaction X-H + Y-H = X-Y
   1.21.4  With a disulfide as acceptor
    1.21.4.5  tetrachlorohydroquinone reductive dehalogenase
     K15241  pcpC; tetrachlorohydroquinone reductive dehalogenase
Other DBs
RN: R05402 R05403
COG: COG0625
GO: 0018550
Genes
CPS: CPS_1668
BCEN: DM39_4146(pcpC)
FAP: GR316_05145
RDI: CMV14_03780
SCH: Sphch_4028
Reference
  Authors
Cai M, Xun L
  Title
Organization and regulation of pentachlorophenol-degrading genes in Sphingobium chlorophenolicum ATCC 39723.
  Journal
J Bacteriol 184:4672-80 (2002)
DOI:10.1128/JB.184.17.4672-4680.2002
  Sequence
LinkDB

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)
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
LinkDB

KEGG   REACTION: R05402
Entry
R05402                      Reaction                               
Name
glutathione disulfide:2,6-dichlorohydroquinone (chlorinating)
Definition
Tetrachlorohydroquinone + 2 Glutathione <=> 2,3,6-Trichlorohydroquinone + Glutathione disulfide + Hydrochloric acid
Equation
Comment
tetrachloro-p-hyrodoquinone reductive dehalogenase, PcpC
Reaction class
RC00011  C00051_C00127
RC01363  C03434_C07099
Enzyme
Pathway
rn00361  Chlorocyclohexane and chlorobenzene degradation
rn01100  Metabolic pathways
rn01120  Microbial metabolism in diverse environments
Orthology
K15241  tetrachlorohydroquinone reductive dehalogenase [EC:1.21.4.5]
Other DBs
RHEA: 56831
LinkDB

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