Diethyl-hydrogen-phosphate

"adduct left on enzyme after elimination of leaving group. Same adduct for Paraoxon, DEUP, echothiophate"

General

Type : Covalent inhibitor adduct

Chemical_Nomenclature : diethyl hydrogen phosphate

Canonical SMILES : CCOP(=O)(O)OCC

InChI : InChI=1S\/C4H11O4P\/c1-3-7-9(5,6)8-4-2\/h3-4H2,1-2H3,(H,5,6)

InChIKey : UCQFCFPECQILOL-UHFFFAOYSA-N

Other name(s) : diethyl hydrogen phosphate,Diethyl phosphate,diethylphosphate,Diethyl acid phosphate,DEP


MW : 154.10

Formula : C4H11O4P

CAS_number : 598-02-7

PubChem : 654

UniChem : UCQFCFPECQILOL-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families :

Stucture :

Protein :

References (11)

Title : Structure and function of an insect alpha-carboxylesterase (alphaEsterase7) associated with insecticide resistance - Jackson_2013_Proc.Natl.Acad.Sci.U.S.A_110_10177
Author(s) : Jackson CJ , Liu JW , Carr PD , Younus F , Coppin C , Meirelles T , Lethier M , Pandey G , Ollis DL , Russell RJ , Weik M , Oakeshott JG
Ref : Proc Natl Acad Sci U S A , 110 :10177 , 2013
Abstract : Jackson_2013_Proc.Natl.Acad.Sci.U.S.A_110_10177
ESTHER : Jackson_2013_Proc.Natl.Acad.Sci.U.S.A_110_10177
PubMedSearch : Jackson_2013_Proc.Natl.Acad.Sci.U.S.A_110_10177
PubMedID: 23733941
Gene_locus related to this paper: luccu-E3aest7

Title : Crystal Structure of Proteus mirabilis Lipase, a Novel Lipase from the Proteus\/Psychrophilic Subfamily of Lipase Family I.1 - Korman_2012_PLoS.One_7_e52890
Author(s) : Korman TP , Bowie JU
Ref : PLoS ONE , 7 :e52890 , 2012
Abstract : Korman_2012_PLoS.One_7_e52890
ESTHER : Korman_2012_PLoS.One_7_e52890
PubMedSearch : Korman_2012_PLoS.One_7_e52890
PubMedID: 23300806
Gene_locus related to this paper: promi-c2lfd0

Title : Structure and stability of a thermostable carboxylesterase from the thermoacidophilic archaeon Sulfolobus tokodaii. - Angkawidjaja_2012_Febs.J_279_3071
Author(s) : Angkawidjaja C , Koga Y , Takano K , Kanaya S
Ref : Febs J , 279 :3071 , 2012
Abstract : Angkawidjaja_2012_Febs.J_279_3071
ESTHER : Angkawidjaja_2012_Febs.J_279_3071
PubMedSearch : Angkawidjaja_2012_Febs.J_279_3071
PubMedID: 22748144
Gene_locus related to this paper: sulto-ST0071

Title : The crystal structure of the cephalosporin deacetylating enzyme acetyl xylan esterase bound to paraoxon explains the low sensitivity of this serine hydrolase to organophosphate inactivation - Montoro-Garcia_2011_Biochem.J_436_321
Author(s) : Montoro-Garcia S , Gil-Ortiz F , Garcia-Carmona F , Polo LM , Rubio V , Sanchez-Ferrer A
Ref : Biochemical Journal , 436 :321 , 2011
Abstract : Montoro-Garcia_2011_Biochem.J_436_321
ESTHER : Montoro-Garcia_2011_Biochem.J_436_321
PubMedSearch : Montoro-Garcia_2011_Biochem.J_436_321
PubMedID: 21382014
Gene_locus related to this paper: bacpu-AXE

Title : X-ray crystallographic snapshots of reaction intermediates in the G117H mutant of human butyrylcholinesterase, a nerve agent target engineered into a catalytic bioscavenger - Nachon_2011_Biochem.J_434_73
Author(s) : Nachon F , Carletti E , Wandhammer M , Nicolet Y , Schopfer LM , Masson P , Lockridge O
Ref : Biochemical Journal , 434 :73 , 2011
Abstract : Nachon_2011_Biochem.J_434_73
ESTHER : Nachon_2011_Biochem.J_434_73
PubMedSearch : Nachon_2011_Biochem.J_434_73
PubMedID: 21091433
Gene_locus related to this paper: human-BCHE

Title : X-ray crystallographic and MD simulation studies on the mechanism of interfacial activation of a family I.3 lipase with two lids - Angkawidjaja_2010_J.Mol.Biol_400_82
Author(s) : Angkawidjaja C , Matsumura H , Koga Y , Takano K , Kanaya S
Ref : Journal of Molecular Biology , 400 :82 , 2010
Abstract : Angkawidjaja_2010_J.Mol.Biol_400_82
ESTHER : Angkawidjaja_2010_J.Mol.Biol_400_82
PubMedSearch : Angkawidjaja_2010_J.Mol.Biol_400_82
PubMedID: 20438738
Gene_locus related to this paper: psesp-Q9RBY1

Title : Crystal structure of human plasma platelet-activating factor acetylhydrolase: structural implication to lipoprotein binding and catalysis - Samanta_2008_J.Biol.Chem_283_31617
Author(s) : Samanta U , Bahnson BJ
Ref : Journal of Biological Chemistry , 283 :31617 , 2008
Abstract : Samanta_2008_J.Biol.Chem_283_31617
ESTHER : Samanta_2008_J.Biol.Chem_283_31617
PubMedSearch : Samanta_2008_J.Biol.Chem_283_31617
PubMedID: 18784071
Gene_locus related to this paper: human-PLA2G7

Title : Role of water in aging of human butyrylcholinesterase inhibited by echothiophate: the crystal structure suggests two alternative mechanisms of aging - Nachon_2005_Biochemistry_44_1154
Author(s) : Nachon F , Asojo OA , Borgstahl GE , Masson P , Lockridge O
Ref : Biochemistry , 44 :1154 , 2005
Abstract : Nachon_2005_Biochemistry_44_1154
ESTHER : Nachon_2005_Biochemistry_44_1154
PubMedSearch : Nachon_2005_Biochemistry_44_1154
PubMedID: 15667209
Gene_locus related to this paper: human-BCHE

Title : Crystal structure of the secreted form of antigen 85C reveals potential targets for mycobacterial drugs and vaccines - Ronning_2000_Nat.Struct.Biol_7_141
Author(s) : Ronning DR , Klabunde T , Besra GS , Vissa VD , Belisle JT , Sacchettini JC
Ref : Nat Struct Biol , 7 :141 , 2000
Abstract : Ronning_2000_Nat.Struct.Biol_7_141
ESTHER : Ronning_2000_Nat.Struct.Biol_7_141
PubMedSearch : Ronning_2000_Nat.Struct.Biol_7_141
PubMedID: 10655617
Gene_locus related to this paper: myctu-a85c

Title : Cutinase, a lipolytic enzyme with a preformed oxyanion hole - Martinez_1994_Biochemistry_33_83
Author(s) : Martinez C , Nicolas A , van Tilbeurgh H , Egloff MP , Cudrey C , Verger R , Cambillau C
Ref : Biochemistry , 33 :83 , 1994
Abstract : Martinez_1994_Biochemistry_33_83
ESTHER : Martinez_1994_Biochemistry_33_83
PubMedSearch : Martinez_1994_Biochemistry_33_83
PubMedID: 8286366
Gene_locus related to this paper: fusso-cutas , orysa-LPL1

Title : The crystal and molecular structure of the Rhizomucor miehei triacylglyceride lipase at 1.9 A resolution - Derewenda_1992_J.Mol.Biol_227_818
Author(s) : Derewenda ZS , Derewenda U , Dodson GG
Ref : Journal of Molecular Biology , 227 :818 , 1992
Abstract : Derewenda_1992_J.Mol.Biol_227_818
ESTHER : Derewenda_1992_J.Mol.Biol_227_818
PubMedSearch : Derewenda_1992_J.Mol.Biol_227_818
PubMedID: 1404390
Gene_locus related to this paper: rhimi-lipas