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3.1.8.1: aryldialkylphosphatase

This is an abbreviated version!
For detailed information about aryldialkylphosphatase, go to the full flat file.

Word Map on EC 3.1.8.1

Reaction

An aryl dialkyl phosphate
+
H2O
=
dialkyl phosphate
+
an aryl alcohol

Synonyms

A-esterase, A7Q26_23485, aminopeptidase P, AMPP, aryldialkylphosphatase, arylesterase, aryltriphosphatase, bacterial phosphotriesterase, DFPase, diisopropyl fluorophosphatase, esterase B1, esterase E4, esterase, organophosphate, esterase, paraoxon, esterase, pirimiphos-methyloxon, G3C9 rePON1, h-PON1, HAD, haloalkylphosphorus hydrolase, HDL-associated esterase/lactonase paraoxonase 1, HDL-PON1, high activity paraoxonase, high-density lipoprotein-associated esterase/lactonase, human paraoxonase 1, HuPON1, inner membrane protein YiaH, lactonase SsoPox, lactonase/phosphotriesterase, low activity paraoxonase, methyl parathion hydrolase, More, Mph, mPHP, OP hydrolase, OP-hydrolase, OP-hydrolyzing enzyme, OPA anhydrase, opd, OpdA, OpdD, OPH, OPHC2, organophosphate hydrolase, organophosphorous hydrolase, organophosphorus acid anhydrase, organophosphorus hydrolase, organophosphorus pesticide hydrolase, organophosphorus-hydrolyzing enzyme, paraoxon hydrolase, paraoxonase, paraoxonase 1, paraoxonase 1A, paraoxonase 3, paraoxonase-1, paraoxonase-2, paraoxonase1, parathion hydrolase, phosphotriesterase, phosphotriesterase homology protein, phosphotriesterase-like lactonase, PHP, pirimiphos-methyloxon esterase, PLL, PO.ase, PON, PON 1, PON-1, PON-aryl, PON-para, PON1, PON1A, PON2, PON3, POX, PTE, PTE S5, Rv0230c, SACI2140, Saci_2140, SacPox, Sb-PTE, serum paraoxonase, serum paraoxonase 1, SisLac, SisPox, Sso, SSO2522, SsoPox, type A paraoxonase, type B paraoxonase, VmoLac, Vmut2255, VmutPLL

ECTree

     3 Hydrolases
         3.1 Acting on ester bonds
             3.1.8 Phosphoric-triester hydrolases
                3.1.8.1 aryldialkylphosphatase

Substrates Products

Substrates Products on EC 3.1.8.1 - aryldialkylphosphatase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(+)-cyclosarin + H2O
methyl-phosphonic acid monofluoride + cyclohexanol
show the reaction diagram
(1E)-but-1-en-1-yl dibutyl phosphate + H2O
dibutyl phosphate + ?
show the reaction diagram
-
-
-
?
(RS)-propan-2-yl methylphosphonofluoridate + H2O
isopropyl phosphate methylphosphonate + fluoride
show the reaction diagram
i.e. sarin
-
-
?
(S)-[2-(diethylamino)ethyl] O,O-diethyl phosphorothioate + H2O
diethyl phosphate + 2-(diethylamino)ethane-1-thiol
show the reaction diagram
-
-
-
?
(S)-[2-(diethylamino)ethyl] O,O-dimethyl phosphorothioate + H2O
dimethyl phosphate + 2-(diethylamino)ethane-1-thiol
show the reaction diagram
-
-
-
?
(S)-[2-(diethylamino)ethyl] O-(2-methylpropyl) methylphosphonothioate + H2O
2-methylpropyl methylphosphonate + 2-(diethylamino)ethane-1-thiol
show the reaction diagram
-
-
-
?
(S)-[2-[di(propan-2-yl)amino]ethyl] O,O-diethyl phosphorothioate + H2O
diethyl phosphate + 2-[di(propan-2-yl)amino]ethane-1-thiol
show the reaction diagram
-
-
-
?
(S)-[2-[di(propan-2-yl)amino]ethyl] O,O-dimethyl phosphorothioate + H2O
dimethyl phosphate + 2-[di(propan-2-yl)amino]ethane-1-thiol
show the reaction diagram
-
-
-
?
(S)-[2-[di(propan-2-yl)amino]ethyl] O-ethyl methylphosphonothioate + H2O
ethyl methylphosphonate + [di(propan-2-yl)amino]ethane-1-thiol
show the reaction diagram
-
-
-
?
1,2,2-trimethylpropyl methylphosphonofluoridate + H2O
3,3-dimethylbutan-2-yl methylphosphonate + HF
show the reaction diagram
-
-
-
-
?
1-methylethyl 2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl methylphosphonate + H2O
?
show the reaction diagram
-
-
-
?
1-methylethyl 4-methyl-2-oxo-2H-chromen-7-yl methylphosphonate + H2O
?
show the reaction diagram
-
-
-
?
1-methylethyl 4-nitrophenyl (1-methylpropyl)phosphonate + H2O
4-nitrophenol + 1-methylethyl hydrogen (1-methylpropyl)phosphonate
show the reaction diagram
1-methylethyl 4-nitrophenyl methylphosphonate + H2O
4-nitrophenol + 1-methylethyl hydrogen methylphosphonate
show the reaction diagram
1-methylpropyl 4-nitrophenyl methylphosphonate + H2O
4-nitrophenol + 1-methylpropyl hydrogen methylphosphonate
show the reaction diagram
1-palmitoyl-2-(5-oxo)valeroyl-sn-glycero-3-phosphocholine + H2O
lysophosphatidylcholine + ?
show the reaction diagram
-
-
-
?
1-palmitoyl-2-(9-oxo)nonanoyl-sn-glycero-3-phosphocholine + H2O
?
show the reaction diagram
-
-
-
-
?
2,4-dinitrophenyl diethyl phosphate + H2O
2,4-dinitrophenol + diethyl phosphate
show the reaction diagram
-
-
-
?
2,6-difluorophenyl diethyl phosphate + H2O
2,6-difluorophenol + diethyl phosphate
show the reaction diagram
-
-
-
?
2-fluoro-4-nitrophenyl diethyl phosphate + H2O
2-fluoro-4-nitrophenol + diethyl phosphate
show the reaction diagram
-
-
-
?
2-methoxycarbonyl-1-methylvinyl dimethyl phosphate + H2O
?
show the reaction diagram
i.e. mevinphos
-
-
?
2-methylpropyl 2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl methylphosphonate + H2O
?
show the reaction diagram
-
-
-
?
2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl N,N,N',N'-tetramethyldiamidophosphate + H2O
?
show the reaction diagram
-
-
-
?
3,5-dinitrophenyl diethyl phosphate + H2O
3,5-dinitrophenol + diethyl phosphate
show the reaction diagram
-
-
-
?
3-chloro-4-methyl-2-oxo-2H-chromen-7-yl 1-methylethyl methylphosphonate + H2O
?
show the reaction diagram
-
-
-
?
3-chloro-4-methyl-2-oxo-2H-chromen-7-yl 2-methylpropyl methylphosphonate + H2O
?
show the reaction diagram
-
-
-
?
3-chloro-4-methyl-2-oxo-2H-chromen-7-yl cyclohexyl methylphosphonate + H2O
?
show the reaction diagram
-
-
-
?
3-chloro-4-methyl-2-oxo-2H-chromen-7-yl diethyl phosphate + H2O
?
show the reaction diagram
-
-
-
?
3-chloro-4-methyl-2-oxo-2H-chromen-7-yl dimethyl phosphate + H2O
?
show the reaction diagram
-
-
-
?
3-chloro-4-methyl-2-oxo-2H-chromen-7-yl ethyl methylphosphonate + H2O
3-chloro-7-hydroxy-4-methyl-2H-chromen-2-one + ethyl methylphosphonate
show the reaction diagram
3-cyanophenyl diethyl phosphate + H2O
3-cyanophenol + diethyl phosphate
show the reaction diagram
-
-
-
?
3-fluoro-4-nitrophenyl diethyl phosphate + H2O
3-fluoro-4-nitrophenol + diethyl phosphate
show the reaction diagram
-
-
-
?
3-fluorophenyl diethyl phosphate + H2O
3-fluorophenol + diethyl phosphate
show the reaction diagram
-
-
-
?
3-nitrophenyl diethyl phosphate + H2O
3-nitrophenol + diethyl phosphate
show the reaction diagram
-
-
-
?
3-[fluoro(methyl)phosphoryl]oxy-2,2-dimethylbutane + H2O
?
show the reaction diagram
i.e. soman
-
-
?
3-[fluoro(methyl)phosphoryl]oxy-2,2-dimethylbutane + H2O
Pinacolyl methylphosphonate + fluoride
show the reaction diagram
i.e. soman
-
-
?
4-acetoxy acetophenone + H2O
?
show the reaction diagram
-
-
-
?
4-acetylphenyl (2R)-3,3-dimethylbutan-2-yl (R)-methylphosphonate + H2O
4-acetylphenol + (2R)-3,3-dimethylbutan-2-yl (R)-methylphosphonate
show the reaction diagram
-
-
-
-
?
4-acetylphenyl (2R)-3,3-dimethylbutan-2-yl (S)-methylphosphonate + H2O
4-acetylphenol + (2R)-3,3-dimethylbutan-2-yl (S)-methylphosphonate
show the reaction diagram
-
-
-
-
?
4-acetylphenyl (2S)-3,3-dimethylbutan-2-yl (R)-methylphosphonate + H2O
4-acetylphenol + 4-acetylphenol + (2S)-3,3-dimethylbutan-2-yl (R)-methylphosphonate
show the reaction diagram
-
-
-
-
?
4-acetylphenyl (2S)-3,3-dimethylbutan-2-yl (S)-methylphosphonate + H2O
4-acetylphenol + (2S)-3,3-dimethylbutan-2-yl (S)-methylphosphonate
show the reaction diagram
-
-
-
-
?
4-acetylphenyl (R)-2-methylpropyl methylphosphonate + H2O
(R)-2-methylpropyl methylphosphonate + 4-acetylphenol
show the reaction diagram
-
-
-
?
4-acetylphenyl (S)-2-methylpropyl methylphosphonate + H2O
(S)-2-methylpropyl methylphosphonate + 4-acetylphenol
show the reaction diagram
-
-
-
?
4-acetylphenyl 2-methylpropyl (R)-methylphosphonate + H2O
4-acetylphenol + 2-methylpropyl (R)-methylphosphonate
show the reaction diagram
-
-
-
-
?
4-acetylphenyl 2-methylpropyl (S)-methylphosphonate + H2O
4-acetylphenol + 2-methylpropyl (S)-methylphosphonate
show the reaction diagram
-
-
-
-
?
4-acetylphenyl cyclohexyl (R)-methylphosphonate + H2O
4-acetylphenol + cyclohexyl (R)-methylphosphonate
show the reaction diagram
-
-
-
-
?
4-acetylphenyl cyclohexyl (S)-methylphosphonate + H2O
4-acetylphenol + cyclohexyl (S)-methylphosphonate
show the reaction diagram
-
-
-
-
?
4-acetylphenyl cyclohexyl methyl (R)-phosphate + H2O
cyclohexyl methyl (R)-phosphate + 4-acetylphenol
show the reaction diagram
-
-
-
?
4-acetylphenyl cyclohexyl methyl (S)-phosphate + H2O
cyclohexyl methyl (S)-phosphate + 4-acetylphenol
show the reaction diagram
-
-
-
?
4-acetylphenyl ethyl (R)-methylphosphonate + H2O
4-acetylphenol + ethyl (R)-methylphosphonate
show the reaction diagram
-
-
-
-
?
4-acetylphenyl ethyl (S)-methylphosphonate + H2O
4-acetylphenol + ethyl (S)-methylphosphonate
show the reaction diagram
-
-
-
-
?
4-acetylphenyl propan-2-yl (R)-methylphosphonate + H2O
4-acetylphenol + propan-2-yl (R)-methylphosphonate
show the reaction diagram
-
-
-
-
?
4-acetylphenyl propan-2-yl (S)-methylphosphonate + H2O
4-acetylphenol + propan-2-yl (S)-methylphosphonate
show the reaction diagram
-
-
-
-
?
4-carbamoylphenyl diethyl phosphate + H2O
dibutyl phosphate + ?
show the reaction diagram
-
-
-
?
4-chlorophenyl diethyl phosphate + H2O
4-chlorophenol + diethyl phosphate
show the reaction diagram
-
-
-
?
4-cyanophenyl diethyl phosphate + H2O
4-cyanophenol + diethyl phosphate
show the reaction diagram
-
-
-
?
4-diethyl phosphate acetophenone + H2O
4-hydroxyacetophenone + diethyl phosphate
show the reaction diagram
-
-
-
?
4-diethyl phosphate benzaldehyde + H2O
4-hydroxybenzaldehyde + diethyl phosphate
show the reaction diagram
-
-
-
?
4-diethyl phosphate methyl benzoate + H2O
methyl 4-hydroxybenzoate + diethyl phosphate
show the reaction diagram
-
-
-
?
4-methyl-2-oxo-2H-chromen-7-yl 2-methylpropyl methylphosphonate + H2O
2-methylpropyl methylphosphonate + 7-hydroxy-4-methyl-2H-1-benzopyran-2-one
show the reaction diagram
-
-
-
?
4-methyl-2-oxo-2H-chromen-7-yl N,N,N',N'-tetramethyldiamidophosphate + H2O
N,N,N',N'-tetramethylphosphorodiamidic acid + 7-hydroxy-4-methyl-2H-1-benzopyran-2-one
show the reaction diagram
-
-
-
?
4-nitrophenolate + H2O
?
show the reaction diagram
4-nitrophenyl butanoate + H2O
4-nitrophenol + butanoate
show the reaction diagram
4-nitrophenyl butyrate + H2O
4-nitrophenol + butyrate
show the reaction diagram
4-nitrophenyl diethyl phosphate + H2O
4-nitrophenol + diethyl phosphate
show the reaction diagram
-
-
-
?
4-nitrophenyl phenyl methylphosphonate + H2O
4-nitrophenol + phenyl hydrogen methylphosphonate
show the reaction diagram
4-nitrophenyl phenyl methylphosphonate + H2O
phenyl hydrogen methylphosphonate + 4-nitrophenol
show the reaction diagram
-
wild-type, 78% of the activity with propyl 4-nitrophenyl methylphosphonate
-
-
?
4-nitrophenyl phosphate + H2O
4-nitrophenol + phosphate
show the reaction diagram
4-nitrophenyl propan-2-yl methylphosphonate + H2O
propan-2-yl hydrogen methylphosphonate + 4-nitrophenol
show the reaction diagram
-
wild-type, 57% of the activity with propyl 4-nitrophenyl methylphosphonate
-
-
?
4-nitrophenyl propyl methylphosphonate + H2O
4-nitrophenol + propyl hydrogen methylphosphonate
show the reaction diagram
5-(thiobutyryl)butyrolactone + H2O
?
show the reaction diagram
-
-
-
?
7-diethylphospho-6,8-difluor-4-methylumbelliferyl + H2O
diethylphosphate + 6,8-difluor-4-methylumbelliferol
show the reaction diagram
-
high level of hydrolysis of the fluorogenic substrate, fluorescence assay method optimization
-
-
?
7-diethylphosphoro-3-cyanocoumarin + H2O
3-cyanocoumarin + diethyl phosphate
show the reaction diagram
-
-
-
?
7-O-diethylphosphoryl-3-cyano-7-hydroxycoumarin + H2O
?
show the reaction diagram
-
-
-
?
9-(2,4-dimethylphenoxycarbonyl)-10-methylacridinium triflate + H2O
?
show the reaction diagram
synthesis method, overview. The assay is based on the PON1-mediated hydrolysis of an acridinium ester, and the hydrolysis is monitored by chemiluminescence decrease after incubation with PON enzyme
-
-
?
9-(4-chlorophenoxycarbonyl)-10-methylacridinium triflate + H2O
?
show the reaction diagram
synthesis method, overview. The assay is based on the PON1-mediated hydrolysis of an acridinium ester, and the hydrolysis is monitored by chemiluminescence decrease after incubation with PON enzyme
-
-
?
9-(4-methylphenoxycarbonyl)-10-methylacridinium triflate + H2O
?
show the reaction diagram
synthesis method, overview. The assay is based on the PON1-mediated hydrolysis of an acridinium ester, and the hydrolysis is monitored by chemiluminescence decrease after incubation with PON enzyme
-
-
?
9-(4-tert-butylphenoxycarbonyl)-10-methylacridinium triflate + H2O
?
show the reaction diagram
synthesis method, overview. The assay is based on the PON1-mediated hydrolysis of an acridinium ester, and the hydrolysis is monitored by chemiluminescence decrease after incubation with PON enzyme
-
-
?
9-(phenyloxycarbonyl)-10-methylacridinium triflate + H2O
?
show the reaction diagram
synthesis method, overview. The assay is based on the PON1-mediated hydrolysis of an acridinium ester, and the hydrolysis is monitored by chemiluminescence decrease after incubation with PON enzyme
-
-
?
acephate + H2O
?
show the reaction diagram
benzyl acetate + H2O
?
show the reaction diagram
-
-
-
?
bis(1-methylethyl) 2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl phosphate + H2O
dipropan-2-yl phosphate + 7-hydroxy-4-(trifluoromethyl)-2H-1-benzopyran-2-one
show the reaction diagram
-
-
-
?
bis(1-methylethyl) 4-methyl-2-oxo-2H-chromen-7-yl phosphate + H2O
dipropan-2-yl phosphate + 7-hydroxy-4-methyl-2H-1-benzopyran-2-one
show the reaction diagram
-
-
-
?
butan-2-yl 4-nitrophenyl methylphosphonate + H2O
butan-2-yl hydrogen methylphosphonate + 4-nitrophenol
show the reaction diagram
-
wild-type, 50% of the activity with propyl 4-nitrophenyl methylphosphonate
-
-
?
cadusafos + H2O
O,O-diethylphosphorodithioate + phenol
show the reaction diagram
chlorpyrifos + H2O
3,5,6-trichloro-pyridin-2-ol + diethyl thiophosphate
show the reaction diagram
chlorpyrifos + H2O
?
show the reaction diagram
chlorpyrifos + H2O
O,O-diethylphosphorothioate + 3,5,6-trichloropyridin-2-ol
show the reaction diagram
chlorpyrifos oxon + H2O
3,5,6-trichloro-pyridin-2-ol + diethyl phosphate
show the reaction diagram
chlorpyrifos oxon + H2O
?
show the reaction diagram
-
-
-
?
chlorpyrifos oxon + H2O
diethyl phosphate + 3,5,6-trichloropyridin-2-ol
show the reaction diagram
chlorpyrifos-oxon + H2O
3,5,6-trichloro-2-pyridinol + diethyl phosphate
show the reaction diagram
-
-
-
?
chlorpyrifos-oxon + H2O
3,5,6-trichloro-pyridin-2-ol + diethyl phosphate
show the reaction diagram
-
-
-
-
?
chlorpyrifos-oxon + H2O
?
show the reaction diagram
chlorpyrifosoxon + H2O
3,5,6-trichloro-pyridin-2-ol + diethyl phosphate
show the reaction diagram
-
-
-
?
chlorpyriphosoxon + H2O
?
show the reaction diagram
-
-
-
-
?
chlortion + H2O
?
show the reaction diagram
chlorthion is O,O-dimethyl O-(3-chloro-4-nitrophenyl) thionophosphate
-
-
?
CMP-coumarin + H2O
?
show the reaction diagram
-
-
-
?
coroxon + H2O
?
show the reaction diagram
-
-
-
-
?
coroxon + H2O
diethyl phosphate + chlorferon
show the reaction diagram
coumaphos + H2O
3-chloro-4-methylumbelliferone + diethyl thiophosphate
show the reaction diagram
coumaphos + H2O
?
show the reaction diagram
coumaphos + H2O
O,O-diethylphosphorothioate + 3-chloro-4-methylumbelliferone
show the reaction diagram
coumaphos + H2O
O,O-diethylphosphorothioate + 3-chloro-7-hydroxy-4-methyl-2H-chromen-2-one
show the reaction diagram
cf. EC 3.1.8.2
-
-
?
CVX + H2O
?
show the reaction diagram
cyclohexyl 2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl methylphosphonate + H2O
cyclohexyl methylphosphonate + 7-hydroxy-4-(trifluoromethyl)-2H-1-benzopyran-2-one
show the reaction diagram
-
-
-
?
cyclohexyl 4-methyl-2-oxo-2H-chromen-7-yl methylphosphonate + H2O
cyclohexyl methylphosphonate + 7-hydroxy-4-methyl-2H-1-benzopyran-2-one
show the reaction diagram
-
-
-
?
cyclohexyl ethyl 4-nitrophenyl (R)-phosphate + H2O
cyclohexyl ethyl (R)-phosphate + 4-nitrophenol
show the reaction diagram
-
-
-
?
cyclohexyl ethyl 4-nitrophenyl (S)-phosphate + H2O
cyclohexyl ethyl (S)-phosphate + 4-nitrophenol
show the reaction diagram
-
-
-
?
cyclohexyl methyl 4-nitrophenyl (R)-phosphate + H2O
cyclohexyl methyl (R)-phosphate + 4-nitrophenol
show the reaction diagram
-
-
-
?
cyclohexyl methyl 4-nitrophenyl (S)-phosphate + H2O
cyclohexyl methyl (S)-phosphate + 4-nitrophenol
show the reaction diagram
-
-
-
?
cyclohexyl methyl phenyl (R)-phosphate + H2O
cyclohexyl methyl (R)-phosphate + phenol
show the reaction diagram
-
-
-
?
cyclohexyl methyl phenyl (S)-phosphate + H2O
cyclohexyl methyl (S)-phosphate + phenol
show the reaction diagram
-
-
-
?
cyclohexylmethylphosphonofluoridate + H2O
?
show the reaction diagram
cyclohexylmethylphosphonofluoridate + H2O
cyclohexyl methylphosphonate + fluoride
show the reaction diagram
i.e. cyclosarin
-
-
?
cyclosarin + H2O
?
show the reaction diagram
cyclosarin + H2O
methyl-phosphonic acid monofluoride + cyclohexanol
show the reaction diagram
demethon-S + H2O
?
show the reaction diagram
demeton-S + H2O
2-ethylsulfanyl-ethanethiol + diethyl phosphate
show the reaction diagram
demeton-S methyl + H2O
2-ethylsulfanyl-ethanethiol + dimethyl phosphate
show the reaction diagram
-
-
-
-
?
demeton-S-methyl + H2O
2-ethylsulfanyl-ethanethiol + dimethyl phosphate
show the reaction diagram
-
-
-
-
?
diazinon + H2O
?
show the reaction diagram
diazinon + H2O
O,O-diethylphosphorothioate + ?
show the reaction diagram
diazoxon + H2O
2-isopropyl-6-methyl-pyrimidin-4-ol + diethyl phosphate
show the reaction diagram
diazoxon + H2O
6-methyl-2-(1-methylethyl)pyrimidin-4-ol + diethyl phosphate
show the reaction diagram
-
-
-
-
ir
diazoxon + H2O
?
show the reaction diagram
dibutyl 2,2,3,3-tetrafluorobutyl phosphate + H2O
dibutyl phosphate + ?
show the reaction diagram
dibutyl 3,3-difluorobutyl phosphate + H2O
dibutyl phosphate + ?
show the reaction diagram
dibutyl 4-acetophenyl phosphate + H2O
dibutyl phosphate + 4-hydroxyacetophenone
show the reaction diagram
-
-
-
?
dibutyl 4-nitrophenyl phosphate + H2O
dibutyl phosphate + 4-nitrophenol
show the reaction diagram
-
-
-
?
dibutyl phenyl phosphate + H2O
dibutyl phosphate + phenol
show the reaction diagram
-
-
-
?
dichlorvos + H2O
2,2-dichloroethenol + dimethyl hydrogen phosphate
show the reaction diagram
-
-
-
?
diethyl (3,5,6-trichloropyridin-2-yl) phosphate + H2O
?
show the reaction diagram
diethyl 2,4,6-trifluorophenyl phosphate + H2O
diethyl phosphate + 2,4,6-trifluorophenol
show the reaction diagram
-
-
-
?
diethyl 2,4-difluorophenyl phosphate + H2O
diethyl phosphate + 2,4-difluorophenol
show the reaction diagram
-
-
-
?
diethyl 2,6-difluoro-4-nitrophenyl phosphate + H2O
diethyl phosphate + 2,6-difluoro-4-nitrophenol
show the reaction diagram
-
-
-
?
diethyl 2-(dimethoxyphosphorylsulfanyl)butanedioate + H2O
?
show the reaction diagram
i.e. malaoxon
-
-
?
diethyl 2-fluoro-4-nitrophenyl phosphate + H2O
diethyl phosphate + 2-fluoro-4-nitrophenol
show the reaction diagram
-
-
-
?
diethyl 2-fluorophenyl phosphate + H2O
diethyl phosphate + 2-fluorophenol
show the reaction diagram
-
-
-
?
diethyl 2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl phosphate + H2O
diethyl phosphate + 7-hydroxy-4-(trifluoromethyl)-2H-1-benzopyran-2-one
show the reaction diagram
-
-
-
?
diethyl 3-fluoro-4-nitrophenyl phosphate + H2O
diethyl phosphate + 3-fluoro-4-nitrophenol
show the reaction diagram
best substrate
-
-
?
diethyl 3-fluorophenyl phosphate + H2O
diethyl phosphate + 4-fluorophenol
show the reaction diagram
high activity
-
-
?
diethyl 4-acetophenyl phosphate + H2O
diethyl phosphate + 4-hydroxyacetophenone
show the reaction diagram
-
-
-
?
diethyl 4-chlorophenyl phosphate + H2O
4-chlorophenol + diethyl phosphate
show the reaction diagram
diethyl 4-chlorophenyl phosphate + H2O
diethyl phosphate + 4-chlorophenol
show the reaction diagram
-
-
-
?
diethyl 4-chlorophenyl thiophosphate + H2O
4-chlorophenol + diethyl thiophosphate
show the reaction diagram
-
-
-
?
diethyl 4-cyanophenyl phosphate + H2O
diethyl phosphate + 4-hydroxybenzonitril
show the reaction diagram
-
-
-
?
diethyl 4-fluorophenyl phosphate + H2O
diethyl phosphate + 4-fluorophenol
show the reaction diagram
-
-
-
?
diethyl 4-formylphenyl phosphate + H2O
diethyl phosphate + 4-formylphenol
show the reaction diagram
-
-
-
?
diethyl 4-methoxyphenyl phosphate + H2O
diethyl phosphate + 4-methoxyphenol
show the reaction diagram
-
-
-
?
diethyl 4-methylbenzylphosphonate + H2O
?
show the reaction diagram
-
-
-
?
diethyl 4-nitrophenyl phosphate + H2O
4-nitrophenol + diethyl hydrogen phosphate
show the reaction diagram
diethyl 4-nitrophenyl phosphate + H2O
4-nitrophenol + diethyl phosphate
show the reaction diagram
diethyl 4-nitrophenyl phosphate + H2O
diethyl phosphate + 4-nitrophenol
show the reaction diagram
-
-
-
?
diethyl 4-nitrophenyl phosphate + H2O
p-nitrophenol + diethyl phosphate
show the reaction diagram
-
-
-
-
?
diethyl paraoxon + H2O
?
show the reaction diagram
diethyl pentafluoro-phenyl phosphate + H2O
diethyl phosphate + 2,3,4,5,6-pentafluorophenol
show the reaction diagram
high activity
-
-
?
diethyl phenyl phosphate + H2O
diethyl phosphate + phenol
show the reaction diagram
-
-
-
?
diethyl-paraoxon + H2O
diethyl phosphate + 4-nitrophenol
show the reaction diagram
diethyl-parathion + H2O
diethyl thiophosphate + 4-nitrophenol
show the reaction diagram
diethylumbelliferyl phosphate + H2O
diethylumbelliferol + phosphate
show the reaction diagram
-
-
-
-
?
diisopropyl fluorophosphate + H2O
?
show the reaction diagram
diisopropyl fluorophosphate + H2O
diisopropyl phosphate + fluoride
show the reaction diagram
diisopropyl fluorophosphate + H2O
isopropanol + ?
show the reaction diagram
-
-
-
?
diisopropylfluorophosphate + H2O
?
show the reaction diagram
-
-
-
?
diisopropylfluorophosphate + H2O
diisopropyl phosphate + HF
show the reaction diagram
dimefox + H2O
?
show the reaction diagram
-
-
-
-
?
dimethoate + H2O
?
show the reaction diagram
dimethyl 2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl phosphate + H2O
dimethyl phosphate + 7-hydroxy-4-(trifluoromethyl)-2H-1-benzopyran-2-one
show the reaction diagram
-
-
-
?
dimethyl 4-methyl-2-oxo-2H-chromen-7-yl phosphate + H2O
?
show the reaction diagram
-
-
-
?
dimethyl 4-nitrophenyl phosphate + H2O
4-nitrophenol + dimethyl hydrogen phosphate
show the reaction diagram
13.3% relative specific activity compared to methyl 1-methylethyl 4-nitrophenyl phosphate
-
-
?
dimethyl 4-nitrophenyl phosphate + H2O
dimethyl phosphate + 4-nitrophenol
show the reaction diagram
-
-
-
?
dimethyl paraoxon + H2O
?
show the reaction diagram
dimethyl-paraoxon + H2O
dimethyl phosphate + 4-nitrophenol
show the reaction diagram
dimethyl-parathion + H2O
dimethyl thiophosphate + 4-nitrophenol
show the reaction diagram
dyfonate + H2O
O,O-diethylphosphorothioate + 2-isopropyl-6-methylpyrimidin-4-ol
show the reaction diagram
-
-
-
-
?
ethoprophos + H2O
?
show the reaction diagram
-
-
-
-
?
ethyl 1-methylethyl 4-nitrophenyl phosphate + H2O
4-nitrophenol + ethyl 1-methylethyl hydrogen phosphate
show the reaction diagram
ethyl 2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl methylphosphonate + H2O
ethyl methylphosphonate + 7-hydroxy-4-(trifluoromethyl)-2H-1-benzopyran-2-one
show the reaction diagram
-
-
-
?
ethyl 4-methyl-2-oxo-2H-chromen-7-yl methylphosphonate + H2O
ethyl methylphosphonate + 7-hydroxy-4-methyl-2H-1-benzopyran-2-one
show the reaction diagram
-
-
-
?
ethyl 4-nitrophenyl (1-methylpropyl)phosphonate + H2O
4-nitrophenol + ethyl hydrogen (1-methylpropyl)phosphonate
show the reaction diagram
ethyl 4-nitrophenyl methylphosphonate + H2O
4-nitrophenol + ethyl hydrogen methylphosphonate
show the reaction diagram
ethyl 4-nitrophenyl methylphosphonate + H2O
ethyl hydrogen methylphosphonate + 4-nitrophenol
show the reaction diagram
-
wild-type, 50% of the activity with propyl 4-nitrophenyl methylphosphonate
-
-
?
ethyl acetate + H2O
?
show the reaction diagram
-
-
-
?
ethyl dimethylphosphoramidocyanidate + H2O
?
show the reaction diagram
ethyl paraoxon + H2O
4-nitrophenol + diethyl phosphate
show the reaction diagram
ethyl paraoxon + H2O
?
show the reaction diagram
ethyl parathion + H2O
?
show the reaction diagram
-
-
-
-
?
ethyl phenyl parathion
?
show the reaction diagram
-
-
-
-
?
ethyl-paraoxon + H2O
?
show the reaction diagram
the enzyme is a poor phosphotriesterase
-
-
?
fenamiphos + H2O
?
show the reaction diagram
-
-
-
-
?
fenitrothion + H2O
?
show the reaction diagram
-
-
-
?
fenitrothion + H2O
O,O-diethylphosphorothioate + 3-methyl-4-nitrophenol
show the reaction diagram
-
-
-
?
fenitroxon + H2O
?
show the reaction diagram
-
-
-
-
?
fensulfothion + H2O
?
show the reaction diagram
-
-
-
?
fensulfothion + H2O
O,O-diethylphosphorothioate + 4-(methylsulfinyl)phenol
show the reaction diagram
some enzyme mutants are also capable of degrading fensulfothion, which is reported to be an inhibitor for the wild-type enzyme, as well as others that are not substrates of the starting template or previously reported W263 mutants
-
-
?
isopropyl methylphosphonofluoridate + H2O
propan-2-yl methylphosphonate + HF
show the reaction diagram
-
-
-
-
?
malathion + H2O
?
show the reaction diagram
malathion + H2O
O,O-diethyl phosphorothioate + diethyl 2-mercaptosuccinate
show the reaction diagram
malathion + H2O
O,O-diethylphosphorothioate + diethyl 2-mercaptosuccinate
show the reaction diagram
low activity
-
-
?
methyl 1-methylethyl 4-nitrophenyl phosphate + H2O
4-nitrophenol + methyl 1-methylethyl hydrogen phosphate
show the reaction diagram
100% activity
-
-
?
methyl 4-nitrophenyl methylphosphonate + H2O
methyl hydrogen methylphosphonate + 4-nitrophenol
show the reaction diagram
-
wild-type, 733% of the activity with propyl 4-nitrophenyl methylphosphonate
-
-
?
methyl 4-nitrophenyl phenyl (R)-phosphate + H2O
methyl phenyl (R)-phosphate + 4-nitrophenol
show the reaction diagram
-
-
-
?
methyl 4-nitrophenyl phenyl (S)-phosphate + H2O
methyl phenyl (S)-phosphate + 4-nitrophenol
show the reaction diagram
-
-
-
?
methyl 4-nitrophenyl propan-2-yl (R)-phosphate + H2O
methyl propan-2-yl (R)-phosphate + 4-nitrophenol
show the reaction diagram
-
-
-
?
methyl 4-nitrophenyl propan-2-yl (S)-phosphate + H2O
methyl propan-2-yl (S)-phosphate + 4-nitrophenol
show the reaction diagram
-
-
-
?
methyl 4-[(diethoxyphosphoryl)oxy]benzoate + H2O
dibutyl phosphate + ?
show the reaction diagram
-
-
-
?
methyl bis(4-nitrophenyl) phosphate + H2O
methyl phosphate + 2 4-nitrophenol
show the reaction diagram
-
-
-
?
methyl chlorpyrifos oxon + H2O
?
show the reaction diagram
-
-
-
?
methyl chlorpyrifos thion + H2O
?
show the reaction diagram
-
-
-
?
methyl paraoxon + H2O
4-nitrophenol + dimethyl phosphate
show the reaction diagram
methyl paraoxon + H2O
4-nitrophenol + dimethylphosphate
show the reaction diagram
methyl paraoxon + H2O
?
show the reaction diagram
-
-
-
-
?
methyl parathion + H2O
4-nitrophenol + dimethyl thiophosphate
show the reaction diagram
methyl parathion + H2O
?
show the reaction diagram
methyl parathion + H2O
dimethyl thiophosphate + 4-nitrophenol
show the reaction diagram
methyl-parathion + H2O
dimethyl thiophosphate + 4-nitrophenol
show the reaction diagram
-
-
-
?
methylphosphonic acid + H2O
?
show the reaction diagram
i.e. MPA, according to the C-P lyase pathway, methylphosphonic acid decomposition by the enzyme is expected to yield methane as a product. But no methane is detected during the reaction process. Methanol cannot be detected either during the MPA decomposition reaction, as well as formaldehyde, but formic acid is identified in the reaction mixture
-
-
?
mono(diethylphosphoryl)obidoxime + H2O
diethyl hydrogenphosphate + obidoxime
show the reaction diagram
-
substrate is a potent inhibitor of human acetylcholinesterase
-
-
?
N,N-diethyl-2-(methyl-(2-methylpropoxy)phosphoryl)sulfanylethanamine + H2O
?
show the reaction diagram
i.e. VR
-
-
?
N-[2-[ethoxy(methyl)phosphoryl]sulfanethyl]-N-propan-2-ylpropan-2-amine + H2O
S-[2-(diisopropylamino)ethyl]-methylphosphonothioic acid + ethanol
show the reaction diagram
the enzyme shows only minimal activity against the nerve agent VX
-
-
?
nitrophenyl isopropyl methylphosphonate + H2O
nitrophenol + propan-2-yl hydrogen methylphosphonate
show the reaction diagram
-
a series of substituted phenoxyalkyl pyridinium oximes enhance the degradation of surrogates of sarin (i.e. nitrophenyl isopropyl methylphosphonate, NIMP) and VX (i.e. nitrophenyl ethyl methylphosphonate, NEMP). Neither NIMP nor NEMP is hydrolyzed effectively by paraoxonase PON1 if one of these oximes is absent. In the presence of eight novel oximes, PON1-mediated degradation of both surrogates occurs
-
-
?
O,O'-(diisobutyl)methylphosphonate + H2O
?
show the reaction diagram
-
-
-
?
O,O,S-tributyl phosphorothioate + H2O
dibutyl phosphate + ?
show the reaction diagram
-
-
-
?
O,O-diethyl fluorophosphate + H2O
diethylphosphate + fluoride
show the reaction diagram
-
activity of EC 3.1.8.2
-
-
?
O,O-diethyl O-4-nitrophenyl phosphate + H2O
4-nitrophenol + diethyl phosphate
show the reaction diagram
-
-
-
-
?
O,O-diethyl O-[4-methyl-6-(propan-2-yl)pyrimidin-2-yl] phosphorothioate + H2O
O,O-diethyl phosphorothioate + 4-methyl-6-(propan-2-yl)pyrimidin-2-ol
show the reaction diagram
-
i.e. diazinon
-
-
?
O,O-diethyl-S-[2-diethylaminoethyl]thiophosphate + H2O
?
show the reaction diagram
i.e. amiton or VG
-
-
?
O,O-diethyl-S-[2-diisopropylaminoethyl]thiophosphate + H2O
?
show the reaction diagram
i.e. diisopropyl-amiton
-
-
?
O,O-diethyl-S-[2-dimethylaminoethyl]thiophosphate + H2O
?
show the reaction diagram
i.e. dimethyl-amiton
-
-
?
O,O-diisopropyl-4-nitrophenyl phosphate + H2O
dipropan-2-yl hydrogen phosphate + 4-nitrophenol
show the reaction diagram
-
-
-
-
?
O,O-dimethyl O-(4-methyl-2-oxo-2H-chromen-7-yl) thiophosphate + H2O
?
show the reaction diagram
-
-
-
?
O,O-dimethyl O-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl] thiophosphate + H2O
?
show the reaction diagram
-
-
-
?
O-(isobutyl)methylphosphonate + H2O
?
show the reaction diagram
very low activity
-
-
?
O-ethyl O-4-nitrophenyl phenylphosphonothioate + H2O
?
show the reaction diagram
-
-
-
?
O-ethyl S-(2-diisopropylaminoethyl) methylphosphonothioate + H2O
?
show the reaction diagram
-
i.e. VX, a highly toxic organophosphorus nerve agent, stereospecific hydrolysis
-
-
?
O-ethyl S-(2-diisopropylaminoethyl)methylphosphonothioate + H2O
?
show the reaction diagram
also called VX
-
-
?
O-ethyl S-2-diisopropylaminoethyl methylphosphonothiolate + H2O
?
show the reaction diagram
-
-
-
?
O-ethyl-S-(2-di-n-propylaminoethyl)methylphosphonothiolate + H2O
?
show the reaction diagram
i.e. n-propyl-VX
-
-
?
O-ethyl-S-(2-diethylaminoethyl)ethylphosphonothiolate + H2O
?
show the reaction diagram
i.e. VE
-
-
?
O-ethyl-S-(2-diethylaminoethyl)methylphosphonothiolate + H2O
?
show the reaction diagram
i.e. VM
-
-
?
O-ethyl-S-(2-diisopropylaminoethyl)ethylphosphonothiolate + H2O
?
show the reaction diagram
i.e. isopropyl-VE
-
-
?
O-ethyl-S-(2-diisopropylaminoethyl)methylphosphonothiolate + H2O
?
show the reaction diagram
O-ethyl-S-(2-dimethylaminoethyl)ethylphosphonothiolate + H2O
?
show the reaction diagram
i.e. methyl-VE
-
-
?
O-ethyl-S-(2-dimethylaminoethyl)methylphosphonothiolate + H2O
?
show the reaction diagram
i.e. dimethyl-VX
-
-
?
O-ethyl-S-[2-(diisopropylamino)ethyl]-methylphosphonothioic acid + H2O
S-[2-(diisopropylamino)ethyl]-methylphosphonothioic acid + ethanol
show the reaction diagram
-
hydrolysis is exclusively preferential for the P+ isomer. Glycosylation state of PON1 does not affect substrate stereoselectivity
-
-
?
O-ethyl-S-[2-(diisopropylamino)ethyl]methylphosphonothioate + H2O
S-[2-(diisopropylamino)ethyl]-methylphosphonothioic acid + ethanol
show the reaction diagram
-
O-ethyl-S-[2-(diisopropylamino)ethyl]methylphosphonothiate's lone oxygen atom has a strong preference for forming a direct electrostatic interaction with PON1's active site calcium ion. Key residues, which interact with VX are E53, H115, N168, F222, N224, L240, D269, I291, F292, and V346. Residue D183 located in PON1's active site may act as a proton donor or accepter during hydrolysis. PON1's flexible loop region acts as a gatekeeper to the active site residues required for binding VX
-
-
?
O-isobutyl S-(2-N,N-diethylaminoethyl)methylphosphonothioate + H2O
?
show the reaction diagram
also called VR
-
-
?
O-isobutyl-S-(2-diethylaminoethyl)methylphosphonothiolate + H2O
?
show the reaction diagram
O-isobutyl-S-[2-(diethylamino)ethyl]methylphosphonothioic acid + H2O
?
show the reaction diagram
-
hydrolysis is exclusively preferential for the P+ isomer. Glycosylation state of PON1 does not affect substrate stereoselectivity
-
-
?
O-isopropyl methylphosphonofluoridate + H2O
?
show the reaction diagram
O-methyl O-(4-nitrophenyl) methylphosphonothioate + H2O
O-methyl-methylphosphonothionic acid + 4-nitrophenol
show the reaction diagram
-
-
-
-
?
O-methyl-S-(2-diethylaminoethyl)methylphosphonothiolate + H2O
?
show the reaction diagram
i.e. methyl-VM
-
-
?
O-n-butyl-S-(2-diethylaminoethyl)methylphosphonothiolate + H2O
?
show the reaction diagram
i.e. CVX or Chinese VX
-
-
?
paraoxon + H2O
4-nitrophenol + di-ethyl phosphate
show the reaction diagram
-
-
-
?
paraoxon + H2O
4-nitrophenol + diethyl phosphate
show the reaction diagram
paraoxon + H2O
4-nitrophenol + diethylphosphate
show the reaction diagram
paraoxon + H2O
diethyl phosphate + 4-nitrophenol
show the reaction diagram
paraoxon + H2O
diethylphosphate + 4-nitrophenol
show the reaction diagram
paraoxon ethylene + H2O
4-nitrophenol + diethyl phosphate
show the reaction diagram
-
-
-
-
?
parathion + H2O
4-nitrophenol + diethyl thiophosphate
show the reaction diagram
parathion + H2O
?
show the reaction diagram
parathion + H2O
diethyl thiophosphate + 4-nitrophenol
show the reaction diagram
parathion + H2O
diethylthiophosphate + 4-nitrophenol
show the reaction diagram
pentafluorophenyl diethyl phosphate + H2O
?
show the reaction diagram
-
-
-
?
pentafluorophenyl diethyl phosphate + H2O
pentafluorophenol + diethyl phosphate
show the reaction diagram
-
-
-
?
phenyl acetate + H2O
phenol + acetate
show the reaction diagram
phosalone + H2O
?
show the reaction diagram
-
-
-
-
?
phosmet + H2O
N-hydroxymethyl-phthalimide + O,O-dimethyl dithiophosphate
show the reaction diagram
-
-
-
-
?
phosphatidylcholine isoprostane + H2O
?
show the reaction diagram
-
-
-
-
?
pirimiphos-methyloxon + H2O
?
show the reaction diagram
propyl 4-nitrophenyl methylphosphonate + H2O
propyl hydrogen methylphosphonate + 4-nitrophenol
show the reaction diagram
-
-
-
-
?
RP-O-ethyl methylphosphonyl-3-cyano-7-hydroxy-4-methylcoumarin + H2O
?
show the reaction diagram
-
-
-
-
?
RP-O-n-propyl methylphosphonyl-3-cyano-7-hydroxy-4-methylcoumarin + H2O
?
show the reaction diagram
-
-
-
-
?
russian VX + H2O
methyl-phosphonothioic acid S-(2-diethylamino-ethyl) ester + 2-methylpropanol
show the reaction diagram
S-(2-[di(propan-2-yl)amino]ethyl)O-ethyl methylphosphonothioate
O-ethyl hydrogen methylphosphonothioate + 2-[di(propan-2-yl)amino]ethanol
show the reaction diagram
-
i.e. nerve agent VX
-
-
?
sarin + H2O
?
show the reaction diagram
sarin + H2O
methyl-phosphonic acid monofluoride + isopropyl alcohol
show the reaction diagram
sarin + H2O
methylphosphonofluoride acid + ?
show the reaction diagram
soman + H2O
?
show the reaction diagram
soman + H2O
methyl-phosphonic acid monofluoride + 1,2,2-trimethylpropanol
show the reaction diagram
soman + H2O
methylphosphonofluoride acid + 3,3-dimethylbutan-2-ol
show the reaction diagram
SP-CMP + H2O
?
show the reaction diagram
SP-O-ethyl methylphosphonyl-3-cyano-7-hydroxy-4-methylcoumarin + H2O
?
show the reaction diagram
-
-
-
-
?
SP-O-n-propyl methylphosphonyl-3-cyano-7-hydroxy-4-methylcoumarin + H2O
?
show the reaction diagram
-
-
-
-
?
tabun + H2O
?
show the reaction diagram
tabun + H2O
cyanophosphonic acid dimethylamide + ethanol
show the reaction diagram
trimethyl phosphate + H2O
?
show the reaction diagram
-
-
-
?
VR + H2O
?
show the reaction diagram
VX + H2O
?
show the reaction diagram
VX + H2O
S-[2-(diisopropylamino)ethyl]-methylphosphonothioic acid + ethanol
show the reaction diagram
additional information
?
-