Phenylvalerate
Substrate of neurotoxic esterase NTE Neuropathy target esterase (not an alpha/beta hydrolase but a patatin fold). In vitro hydrolysis assay contains aminoantipyrine (2.5 mM) and K3Fe(CN)6 (5 mM) as detection reagents. Phenol reacts with aminoantipyrine and K3Fe(CN)6 to form a red/orange product recorded at 510 nm
General
Type : Aryl ester
Chemical_Nomenclature : phenyl pentanoate
Canonical SMILES : CCCCC(=O)OC1=CC=CC=C1
InChI : InChI=1S\/C11H14O2\/c1-2-3-9-11(12)13-10-7-5-4-6-8-10\/h4-8H,2-3,9H2,1H3
InChIKey : MVIMPQVBUPCHEV-UHFFFAOYSA-N
Other name(s) : Phenyl valerate || Phenyl-valerate || Phenyl pentanoate || Pentanoic acid, phenyl ester || Valeric acid, phenyl ester || EINECS 243-521-0
MW : 178.23
Formula : C11H14O2
CAS_number : 20115-23-5
PubChem : 29950
UniChem : MVIMPQVBUPCHEV-UHFFFAOYSA-N
Target
Structures : No structure
Families : Carb_B_Chordata
References (24)
| Title : Interactions of human butyrylcholinesterase with phenylvalerate and acetylthiocholine as substrates and inhibitors: kinetic and molecular modeling approaches - Estevez_2019_Arch.Toxicol_93_1281 |
| Author(s) : Estevez J , Rodrigues de Souza F , Romo M , Mangas I , Franca TCC , Vilanova E |
| Ref : Archives of Toxicology , 93 :1281 , 2019 |
| Abstract : |
| PubMedSearch : Estevez_2019_Arch.Toxicol_93_1281 |
| PubMedID: 30877329 |
| Title : Butyrylcholinesterase identification in a phenylvalerate esterase-enriched fraction sensitive to low mipafox concentrations in chicken brain - Mangas_2017_Arch.Toxicol_91_909 |
| Author(s) : Mangas I , Radic Z , Taylor P , Ghassemian M , Candela H , Vilanova E , Estevez J |
| Ref : Archives of Toxicology , 91 :909 , 2017 |
| Abstract : |
| PubMedSearch : Mangas_2017_Arch.Toxicol_91_909 |
| PubMedID: 26838044 |
| Title : New insights on molecular interactions of organophosphorus pesticides with esterases - Mangas_2017_Toxicology_376_30 |
| Author(s) : Mangas I , Estevez J , Vilanova E , Franca TCC |
| Ref : Toxicology , 376 :30 , 2017 |
| Abstract : |
| PubMedSearch : Mangas_2017_Toxicology_376_30 |
| PubMedID: 27311923 |
| Title : Esterases hydrolyze phenyl valerate activity as targets of organophosphorus compounds - Mangas_2016_Chem.Biol.Interact_259_358 |
| Author(s) : Mangas I , Estevez J , Vilanova E |
| Ref : Chemico-Biological Interactions , 259 :358 , 2016 |
| Abstract : |
| PubMedSearch : Mangas_2016_Chem.Biol.Interact_259_358 |
| PubMedID: 27087132 |
| Title : Resolving pathways of interaction of mipafox and a sarin analog with human acetylcholinesterase by kinetics, mass spectrometry and molecular modeling approaches - Mangas_2016_Arch.Toxicol_90_603 |
| Author(s) : Mangas I , Taylor P , Vilanova E , Estevez J , Franca TCC , Komives E , Radic Z |
| Ref : Archives of Toxicology , 90 :603 , 2016 |
| Abstract : |
| PubMedSearch : Mangas_2016_Arch.Toxicol_90_603 |
| PubMedID: 25743373 |
| Title : Interaction between substrates suggests a relationship between organophosphorus-sensitive phenylvalerate- and acetylcholine-hydrolyzing activities in chicken brain - Benabent_2014_Toxicol.Lett_230_132 |
| Author(s) : Benabent M , Vilanova E , Mangas I , Sogorb MA , Estevez J |
| Ref : Toxicol Lett , 230 :132 , 2014 |
| Abstract : |
| PubMedSearch : Benabent_2014_Toxicol.Lett_230_132 |
| PubMedID: 24576786 |
| Title : Soluble phenyl valerate esterases of hen sciatic nerve and the potentiation of organophosphate induced delayed polyneuropathy - Gambalunga_2010_Chem.Biol.Interact_187_340 |
| Author(s) : Gambalunga A , Pasqualato F , Lotti M |
| Ref : Chemico-Biological Interactions , 187 :340 , 2010 |
| Abstract : |
| PubMedSearch : Gambalunga_2010_Chem.Biol.Interact_187_340 |
| PubMedID: 20097189 |
| Title : Inter-individual variability in esterases in human liver - Jewell_2007_Biochem.Pharmacol_74_932 |
| Author(s) : Jewell C , Bennett P , Mutch E , Ackermann C , Williams FM |
| Ref : Biochemical Pharmacology , 74 :932 , 2007 |
| Abstract : |
| PubMedSearch : Jewell_2007_Biochem.Pharmacol_74_932 |
| PubMedID: 17651701 |
| Title : Specificity of procaine and ester hydrolysis by human, minipig, and rat skin and liver - Jewell_2007_Drug.Metab.Dispos_35_2015 |
| Author(s) : Jewell C , Ackermann C , Payne NA , Fate G , Voorman R , Williams FM |
| Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 35 :2015 , 2007 |
| Abstract : |
| PubMedSearch : Jewell_2007_Drug.Metab.Dispos_35_2015 |
| PubMedID: 17664252 |
| Title : The inhibition of the high sensitive peripheral nerve soluble esterases by mipafox. A new mathematical processing for the kinetics of inhibition of esterases by organophosphorus compounds - Estevez_2004_Toxicol.Lett_151_171 |
| Author(s) : Estevez J , Garcia-Perez AG , Barril J , Pellin M , Vilanova E |
| Ref : Toxicol Lett , 151 :171 , 2004 |
| Abstract : |
| PubMedSearch : Estevez_2004_Toxicol.Lett_151_171 |
| PubMedID: 15177652 |
| Title : Properties of phenyl valerate esterase activities from chicken serum are comparable with soluble esterases of peripheral nerves in relation with organophosphorus compounds inhibition - Garcia-Perez_2003_Toxicol.Lett_142_1 |
| Author(s) : Garcia-Perez AG , Barril J , Estevez J , Vilanova E |
| Ref : Toxicol Lett , 142 :1 , 2003 |
| Abstract : |
| PubMedSearch : Garcia-Perez_2003_Toxicol.Lett_142_1 |
| PubMedID: 12765233 |
| Title : Paraoxon sensitive phenylvalerate hydrolase in assessing the severity of acute paraoxon poisoning - Petroianu_2001_J.Toxicol.Clin.Toxicol_39_27 |
| Author(s) : Petroianu GA , Karcher B , Kern N , Bergler W , Rufer R |
| Ref : J Toxicol Clinical Toxicology , 39 :27 , 2001 |
| Abstract : |
| PubMedSearch : Petroianu_2001_J.Toxicol.Clin.Toxicol_39_27 |
| PubMedID: 11327223 |
| Title : Reversible inhibition can profoundly mislead studies on progressive inhibition of enzymes: the interaction of paraoxon with soluble neuropathy target esterase - Barril_1997_Chem.Biol.Interact_108_19 |
| Author(s) : Barril J , Vilanova E |
| Ref : Chemico-Biological Interactions , 108 :19 , 1997 |
| Abstract : |
| PubMedSearch : Barril_1997_Chem.Biol.Interact_108_19 |
| PubMedID: 9463518 |
| Title : Chromatographic discrimination of soluble neuropathy target esterase isoenzymes and related phenyl valerate esterases from chicken brain, spinal cord, and sciatic nerve - Escudero_1997_J.Neurochem_68_2170 |
| Author(s) : Escudero MA , Cespedes MV , Vilanova E |
| Ref : Journal of Neurochemistry , 68 :2170 , 1997 |
| Abstract : |
| PubMedSearch : Escudero_1997_J.Neurochem_68_2170 |
| PubMedID: 9109545 |
| Title : Phenyl valerate esterases other than neuropathy target esterase and the promotion of organophosphate polyneuropathy - Milatovic_1997_Chem.Res.Toxicol_10_1045 |
| Author(s) : Milatovic D , Moretto A , Osman KA , Lotti M |
| Ref : Chemical Research in Toxicology , 10 :1045 , 1997 |
| Abstract : |
| PubMedSearch : Milatovic_1997_Chem.Res.Toxicol_10_1045 |
| PubMedID: 9305588 |
| Title : An automatable microassay for phenyl valerate esterase activities sensitive to organophosphorus compounds - Escudero_1996_Toxicol.Lett_89_241 |
| Author(s) : Escudero MA , Sogorb MA , Vilanova E |
| Ref : Toxicol Lett , 89 :241 , 1996 |
| Abstract : |
| PubMedSearch : Escudero_1996_Toxicol.Lett_89_241 |
| PubMedID: 9001593 |
| Title : Organophosphorus inhibition and heat inactivation kinetics of particulate and soluble forms of peripheral nerve neuropathy target esterase - Barril_1995_J.Biochem.Toxicol_10_211 |
| Author(s) : Barril J , Tormo N , Diaz-Alejo N , Vilanova E |
| Ref : Journal of Biochemical Toxicology , 10 :211 , 1995 |
| Abstract : |
| PubMedSearch : Barril_1995_J.Biochem.Toxicol_10_211 |
| PubMedID: 8568835 |
| Title : Comparative studies of two organophosphorus compounds in the mouse - Mutch_1995_Toxicol.Lett_81_45 |
| Author(s) : Mutch E , Kelly SS , Blain PG , Williams FM |
| Ref : Toxicology Letters , 81 :45 , 1995 |
| Abstract : |
| PubMedSearch : Mutch_1995_Toxicol.Lett_81_45 |
| PubMedID: 8525498 |
| Title : Partial characterization of neuropathy target esterase and related phenyl valerate esterases from bovine adrenal medulla - Sogorb_1994_J.Biochem.Toxicol_9_145 |
| Author(s) : Sogorb MA , Viniegra S , Reig JA , Vilanova E |
| Ref : Journal of Biochemical Toxicology , 9 :145 , 1994 |
| Abstract : |
| PubMedSearch : Sogorb_1994_J.Biochem.Toxicol_9_145 |
| PubMedID: 7983680 |
| Title : Phenyl valerate and choline ester hydrolases in the platelets of human, hen, rat and mouse - Husain_1994_Human.Exp.Toxicol_13_157 |
| Author(s) : Husain K |
| Ref : Hum Exp Toxicol , 13 :157 , 1994 |
| Abstract : |
| PubMedSearch : Husain_1994_Human.Exp.Toxicol_13_157 |
| PubMedID: 7909676 |
| Title : Soluble and particulate organophosphorus neuropathy target esterase in brain and sciatic nerve of the hen, cat, rat, and chick - Tormo_1993_J.Neurochem_61_2164 |
| Author(s) : Tormo N , Gimeno JR , Sogorb MA , Diaz-Alejo N , Vilanova E |
| Ref : Journal of Neurochemistry , 61 :2164 , 1993 |
| Abstract : |
| PubMedSearch : Tormo_1993_J.Neurochem_61_2164 |
| PubMedID: 8245968 |
| Title : Histochemical demonstration of neurotoxic esterase - Koelle_1989_J.Histochem.Cytochem_37_589 |
| Author(s) : Koelle GB , Thampi NS , Han MS , Olajos EJ |
| Ref : Journal of Histochemistry & Cytochemistry , 37 :589 , 1989 |
| Abstract : |
| PubMedSearch : Koelle_1989_J.Histochem.Cytochem_37_589 |
| PubMedID: 2703698 |
| Title : Kinetics of heat inactivation of phenyl valerate hydrolases from hen and rat brain - Reiner_1987_Biochem.Pharmacol_36_3181 |
| Author(s) : Reiner E , Davis CS , Schwab BW , Schopfer LM , Richardson RJ |
| Ref : Biochemical Pharmacology , 36 :3181 , 1987 |
| Abstract : |
| PubMedSearch : Reiner_1987_Biochem.Pharmacol_36_3181 |
| PubMedID: 3663234 |
| Title : Neural microtubular and lysosomal phenyl valerate esterases and proteases in relation to organophosphate-induced delayed neurotoxicity - Seifert_1984_Comp.Biochem.Physiol.C_78_271 |
| Author(s) : Seifert J , Casida JE |
| Ref : Comparative Biochemistry & Physiology C Pharmacol Toxicol , 78 :271 , 1984 |
| Abstract : |
| PubMedSearch : Seifert_1984_Comp.Biochem.Physiol.C_78_271 |
| PubMedID: 6149065 |