KEGG   ENZYME: 3.1.1.88Help
Entry
EC 3.1.1.88                 Enzyme                                 

Name
pyrethroid hydrolase;
pyrethroid-hydrolyzing carboxylesterase;
pyrethroid-hydrolysing esterase;
pyrethroid-hydrolyzing esterase;
pyrethroid-selective esterase;
pyrethroid-cleaving enzyme;
permethrinase;
PytH;
EstP
Class
Hydrolases;
Acting on ester bonds;
Carboxylic-ester hydrolases
BRITE hierarchy
Sysname
pyrethroid-ester hydrolase
Reaction(IUBMB)
trans-permethrin + H2O = (3-phenoxyphenyl)methanol + (1S,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate [RN:R09724]
Reaction(KEGG)
Substrate
trans-permethrin [CPD:C19864];
H2O [CPD:C00001]
Product
(3-phenoxyphenyl)methanol [CPD:C19800];
(1S,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate [CPD:C19844]
Comment
The enzyme is involved in degradation of pyrethroid pesticides. The enzymes from Sphingobium sp., Klebsiella sp. and Aspergillus niger hydrolyse cis-permethrin at approximately equal rate to trans-permethrin [1-3]. The enzyme from mouse hydrolyses trans-permethrin at a rate about 22-fold higher than cis-permethrin [4].
History
EC 3.1.1.88 created 2011
Orthology
K20992  pyrethroid hydrolase
K20993  pyrethroid hydrolase
Genes
SEC: SCH_171
SEW: SeSA_B0022
PMAN: OU5_2666
SWD: Swoo_0499
EBA: ebA4602
SPHB: EP837_01766
Taxonomy
Reference
1  [PMID:19581484]
  Authors
Wang BZ, Guo P, Hang BJ, Li L, He J, Li SP
  Title
Cloning of a novel pyrethroid-hydrolyzing carboxylesterase gene from Sphingobium  sp. strain JZ-1 and characterization of the gene product.
  Journal
Appl Environ Microbiol 75:5496-500 (2009)
DOI:10.1128/AEM.01298-09
  Sequence
Reference
2  [PMID:16448191]
  Authors
Wu PC, Liu YH, Wang ZY, Zhang XY, Li H, Liang WQ, Luo N, Hu JM, Lu JQ, Luan TG, Cao LX
  Title
Molecular cloning, purification, and biochemical characterization of a novel pyrethroid-hydrolyzing esterase from Klebsiella sp. strain ZD112.
  Journal
J Agric Food Chem 54:836-42 (2006)
DOI:10.1021/jf052691u
  Sequence
Reference
3  [PMID:16159167]
  Authors
Liang WQ, Wang ZY, Li H, Wu PC, Hu JM, Luo N, Cao LX, Liu YH
  Title
Purification and characterization of a novel pyrethroid hydrolase from Aspergillus niger ZD11.
  Journal
J Agric Food Chem 53:7415-20 (2005)
DOI:10.1021/jf051460k
Reference
4  [PMID:15123619]
  Authors
Stok JE, Huang H, Jones PD, Wheelock CE, Morisseau C, Hammock BD
  Title
Identification, expression, and purification of a pyrethroid-hydrolyzing carboxylesterase from mouse liver microsomes.
  Journal
J Biol Chem 279:29863-9 (2004)
DOI:10.1074/jbc.M403673200
  Sequence
Reference
5  [PMID:8357241]
  Authors
Maloney SE, Maule A, Smith AR
  Title
Purification and preliminary characterization of permethrinase from a pyrethroid-transforming strain of Bacillus cereus.
  Journal
Appl Environ Microbiol 59:2007-13 (1993)
Reference
6
  Authors
Guo, P., Wang, B., Hang, B., Li, L., Ali, W., He, J. and Li, S.
  Title
Pyrethroid-degrading Sphingobium sp. JZ-2 and the purification and characterization of a novel pyrethroid hydrolase.
  Journal
Int Biodeter Biodegrad 63:1107-1112 (2009)
Other DBs
ExplorEnz - The Enzyme Database: 3.1.1.88
IUBMB Enzyme Nomenclature: 3.1.1.88
ExPASy - ENZYME nomenclature database: 3.1.1.88
UM-BBD (Biocatalysis/Biodegradation Database): 3.1.1.88
BRENDA, the Enzyme Database: 3.1.1.88

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