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Literature summary extracted from

  • Tran, K.L.; Aronov, P.A.; Tanaka, H.; Newman, J.W.; Hammock, B.D.; Morisseau, C.
    Lipid sulfates and sulfonates are allosteric competitive inhibitors of the N-terminal phosphatase activity of the mammalian soluble poxide hydrolase (2005), Biochemistry, 44, 12179-12187.
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.1.3.76 (9E)-12-sulfonooxy-9-octadecenoic acid IC50 is 0.0097 mM Homo sapiens
3.1.3.76 (9Z)-12-sulfonooxy-9-octadecenoic acid IC50 is above 0.1 mM Homo sapiens
3.1.3.76 10-(sulfooxy)octadecanoic acid IC50 is 0.0059 mM Homo sapiens
3.1.3.76 4-nitrophenyl sulfate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 9-hydroxy-10-(sulfooxy)octadecanoic acid IC50 is 0.0175 mM Homo sapiens
3.1.3.76 alpha-hydroxyfarnesyl phosphonic acid IC50 is 0.073 mM Homo sapiens
3.1.3.76 alpha-sulfostearic acid IC50 is 0.0096 mM Homo sapiens
3.1.3.76 D-galactose 6-sulfate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 dibenzyl phosphonate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 diethyl 2,2,2-trifluoro-1-hydroxyethyl phosphonate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 diethyl 4-methylbenzyl phosphonate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 diethyl allyl phosphonate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 diethyl benzoylphosphonate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 diethyl cyclopropyl methylphosphonate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 diethyl ethylthiomethyl phosphonate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 diethyl trans-cinnamyl phosphonate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 diethyl vinylphosphonate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 dimethyl 2-oxoheptyl phosphonate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 dioctyl phenyl phosphonate IC50 is 0.013 mM Homo sapiens
3.1.3.76 dodecyl phosphonic acid IC50 is 0.040 mM Homo sapiens
3.1.3.76 Estrone 3-sulfate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 L-ascorbic acid 2-sulfate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 additional information inhibition mechanism of sulfates, sulfonates, and phosphonates Homo sapiens
3.1.3.76 N-acetyl-D-galactosamine 4-sulfate IC50 is above 0.1 mM Homo sapiens
3.1.3.76 octadecan-9-yl sulfate IC50 is 0.0047 mM Homo sapiens
3.1.3.76 Sodium dodecyl sulfate IC50 is 0.0052 mM Homo sapiens
3.1.3.76 sodium dodecyl sulfonate IC50 is 0.0037 mM Homo sapiens
3.1.3.76 taurocholic acid IC50 is above 0.1 mM Homo sapiens
3.1.3.76 taurolithocholic acid 3-sulfate IC50 is 0.005 mM Homo sapiens
3.1.3.76 tetraisopropyl methylenediphosphonate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 10-(sulfooxy)octadecanoic acid IC50 is 0.028 mM Homo sapiens
3.3.2.10 12-sulfonoxy-cis-9-octadecenoic acid IC50 is above 0.1 mM Homo sapiens
3.3.2.10 12-sulfonoxy-trans-9-octadecenoic acid IC50 is 0.016 mM Homo sapiens
3.3.2.10 4-nitrophenyl sulfate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 9-hydroxy-10-(sulfooxy)octadecanoic acid IC50 is 0.09 mM Homo sapiens
3.3.2.10 alpha-hydroxyfarnesyl phosphonic acid IC50 is 0.073 mM Homo sapiens
3.3.2.10 alpha-sulfostearic acid IC50 is above 0.1 mM Homo sapiens
3.3.2.10 D-galactose 6-sulfate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 dibenzyl phosphonate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 diethyl 2,2,2-trifluoro-1-hydroxyethyl phosphonate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 diethyl 4-methylbenzyl phosphonate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 diethyl allyl phosphonate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 diethyl benzoylphosphonate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 diethyl cyclopropyl methylphosphonate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 diethyl ethylthiomethyl phosphonate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 diethyl trans-cinnamyl phosphonate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 diethyl vinylphosphonate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 dimethyl 2-oxoheptyl phosphonate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 dioctyl phenyl phosphonate IC50 is 0.092 mM Homo sapiens
3.3.2.10 dodecyl phosphonic acid IC50 is 0.040 mM Homo sapiens
3.3.2.10 Estrone 3-sulfate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 L-ascorbic acid 2-sulfate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 additional information inhibition mechanism of sulfates, sulfonates, and phosphonates Homo sapiens
3.3.2.10 N-acetyl-D-galactosamine 4-sulfate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 octadecan-9-yl sulfate IC50 is 0.021 mM Homo sapiens
3.3.2.10 Sodium dodecyl sulfate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 sodium dodecyl sulfonate IC50 is 0.05 mM Homo sapiens
3.3.2.10 taurocholic acid IC50 is 0.09 mM Homo sapiens
3.3.2.10 taurolithocholic acid 3-sulfate IC50 is above 0.1 mM Homo sapiens
3.3.2.10 tetraisopropyl methylenediphosphonate IC50 is above 0.1 mM Homo sapiens

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
3.1.3.76 additional information
-
 additional information kinetics Homo sapiens
3.1.3.76 0.0036
-
 farnesyl diphosphate pH 7.0, 30°C, recombinant enzyme Homo sapiens
3.1.3.76 0.0036
-
 geranylgeranyl diphosphate pH 7.0, 30°C, recombinant enzyme Homo sapiens
3.1.3.76 0.0036
-
 farnesyl monophosphate pH 7.0, 30°C, recombinant enzyme Homo sapiens
3.1.3.76 0.0036
-
 2'-[2-benzothiazolyl]-6'-hydroxybenzothiazole phosphate pH 7.0, 30°C, recombinant enzyme Homo sapiens
3.1.3.76 0.021
-
 threo-9,10-phosphonooxyoctadecanoic acid pH 7.0, 30°C, recombinant enzyme Homo sapiens
3.1.3.76 0.21
-
 4-methylumbelliferyl phosphate pH 7.0, 30°C, recombinant enzyme Homo sapiens
3.1.3.76 1.6
-
 4-nitrophenyl phosphate pH 7.0, 30°C, recombinant enzyme Homo sapiens

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
3.1.3.76 Mg2+ dependent on Homo sapiens

Organism

EC Number Organism UniProt Comment Textmining
3.1.3.76 Homo sapiens
-
-
-
3.3.2.10 Homo sapiens
-
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
3.1.3.76 (9S,10S)-10-hydroxy-9-(phosphooxy)octadecanoate + H2O = (9S,10S)-9,10-dihydroxyoctadecanoate + phosphate the phosphatase activity of the enzyme is located at the N-terminal part, the C-terminal part harbors the epoxide hydrolase activity of EC 3.3.2.10, both catalytic sites act independently, reaction mechanism Homo sapiens
a
3.3.2.10 an epoxide + H2O = a glycol the C-terminal part harbors the epoxide hydrolase activity, the phosphatase activity of the enzyme is located at the N-terminal part of EC 3.1.3.76, both catalytic sites act independently Homo sapiens
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.1.3.76 (9E)-12-sulfonooxyoctadec-9-enoic acid + H2O
-
 Homo sapiens (9E)-12-hydroxyoctadec-9-enoic acid + sulfate
-
 ?
3.1.3.76 (9Z)-12-sulfonooxyoctadec-9-enoic acid + H2O
-
 Homo sapiens (9Z)-12-hydroxyoctadec-9-enoic acid + sulfate
-
 ?
3.1.3.76 10-sulfonooxy-octadecanoic acid + H2O
-
 Homo sapiens 10-hydroxyoctadecanoic acid + phosphate
-
 ?
3.1.3.76 2'-[2-benzothiazolyl]-6'-hydroxybenzothiazole phosphate + H2O i.e. attophos Homo sapiens 2'-[2-benzothiazolyl]-6'-hydroxybenzothiazole + phosphate
-
 ?
3.1.3.76 4-methylumbelliferyl phosphate + H2O
-
 Homo sapiens 4-methylumbelliferone + phosphate
-
 ?
3.1.3.76 4-nitrophenyl phosphate + H2O
-
 Homo sapiens 4-nitrophenol + phosphate
-
 ?
3.1.3.76 farnesyl diphosphate + H2O
-
 Homo sapiens farnesol + phosphate
-
 ?
3.1.3.76 farnesyl phosphate + H2O
-
 Homo sapiens farnesol + phosphate
-
 ?
3.1.3.76 geranyl diphosphate + H2O
-
 Homo sapiens geraniol + phosphate
-
 ?
3.1.3.76 geranylgeranyl diphosphate + H2O
-
 Homo sapiens geranylgeraniol + phosphate
-
 ?
3.1.3.76 threo-9,10-phosphonooxyoctadecanoic acid + H2O
-
 Homo sapiens ?
-
 ?
3.3.2.10 4-nitrophenyl-trans-2,3-epoxy-3-phenylpropyl carbonate + H2O
-
 Homo sapiens ?
-
 ?
3.3.2.10 racemic trans-1,3-diphenylpropene oxide + H2O
-
 Homo sapiens ?
-
 ?

Subunits

EC Number Subunits Comment Organism
3.1.3.76 More the phosphatase activity of the enzyme is located at the N-terminal part, the C-terminal part harbors the epoxide hydrolase activity of EC 3.3.2.10 Homo sapiens

Synonyms

EC Number Synonyms Comment Organism
3.1.3.76 EPXH2
-
 Homo sapiens
3.1.3.76 lipid phosphate phosphatase
-
 Homo sapiens
3.1.3.76 More c.f. EC 3.3.2.10 Homo sapiens
3.1.3.76 Nterm-phos
-
 Homo sapiens
3.3.2.10 Cterm-EH
-
 Homo sapiens

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
3.1.3.76 30
-
 assay at Homo sapiens
3.3.2.10 30
-
 assay at Homo sapiens

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.1.3.76 7
-
 assay at Homo sapiens
3.3.2.10 7.4
-
 assay at Homo sapiens

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
3.1.3.76 additional information
-
 additional information inhibition kinetics Homo sapiens

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.1.3.76 0.0037
-
 IC50 is 0.0037 mM Homo sapiens sodium dodecyl sulfonate
3.1.3.76 0.0047
-
 IC50 is 0.0047 mM Homo sapiens octadecan-9-yl sulfate
3.1.3.76 0.005
-
 IC50 is 0.005 mM Homo sapiens taurolithocholic acid 3-sulfate
3.1.3.76 0.0052
-
 IC50 is 0.0052 mM Homo sapiens Sodium dodecyl sulfate
3.1.3.76 0.0059
-
 IC50 is 0.0059 mM Homo sapiens 10-(sulfooxy)octadecanoic acid
3.1.3.76 0.0096
-
 IC50 is 0.0096 mM Homo sapiens alpha-sulfostearic acid
3.1.3.76 0.0097
-
 IC50 is 0.0097 mM Homo sapiens (9E)-12-sulfonooxy-9-octadecenoic acid
3.1.3.76 0.013
-
 IC50 is 0.013 mM Homo sapiens dioctyl phenyl phosphonate
3.1.3.76 0.0175
-
 IC50 is 0.0175 mM Homo sapiens 9-hydroxy-10-(sulfooxy)octadecanoic acid
3.1.3.76 0.04
-
 IC50 is 0.040 mM Homo sapiens dodecyl phosphonic acid
3.1.3.76 0.073
-
 IC50 is 0.073 mM Homo sapiens alpha-hydroxyfarnesyl phosphonic acid
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens 4-nitrophenyl sulfate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens taurocholic acid
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens Estrone 3-sulfate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens N-acetyl-D-galactosamine 4-sulfate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens D-galactose 6-sulfate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens L-ascorbic acid 2-sulfate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens tetraisopropyl methylenediphosphonate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl vinylphosphonate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl benzoylphosphonate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl cyclopropyl methylphosphonate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl trans-cinnamyl phosphonate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl 4-methylbenzyl phosphonate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl allyl phosphonate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens dibenzyl phosphonate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens dimethyl 2-oxoheptyl phosphonate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl 2,2,2-trifluoro-1-hydroxyethyl phosphonate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl ethylthiomethyl phosphonate
3.1.3.76 0.1
-
 IC50 is above 0.1 mM Homo sapiens (9Z)-12-sulfonooxy-9-octadecenoic acid
3.3.2.10 0.016
-
 IC50 is 0.016 mM Homo sapiens 12-sulfonoxy-trans-9-octadecenoic acid
3.3.2.10 0.021
-
 IC50 is 0.021 mM Homo sapiens octadecan-9-yl sulfate
3.3.2.10 0.028
-
 IC50 is 0.028 mM Homo sapiens 10-(sulfooxy)octadecanoic acid
3.3.2.10 0.04
-
 IC50 is 0.040 mM Homo sapiens dodecyl phosphonic acid
3.3.2.10 0.05
-
 IC50 is 0.05 mM Homo sapiens sodium dodecyl sulfonate
3.3.2.10 0.073
-
 IC50 is 0.073 mM Homo sapiens alpha-hydroxyfarnesyl phosphonic acid
3.3.2.10 0.09
-
 IC50 is 0.09 mM Homo sapiens taurocholic acid
3.3.2.10 0.09
-
 IC50 is 0.09 mM Homo sapiens 9-hydroxy-10-(sulfooxy)octadecanoic acid
3.3.2.10 0.092
-
 IC50 is 0.092 mM Homo sapiens dioctyl phenyl phosphonate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens 4-nitrophenyl sulfate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens Sodium dodecyl sulfate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens Estrone 3-sulfate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens N-acetyl-D-galactosamine 4-sulfate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens alpha-sulfostearic acid
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens taurolithocholic acid 3-sulfate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens D-galactose 6-sulfate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens L-ascorbic acid 2-sulfate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens tetraisopropyl methylenediphosphonate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl vinylphosphonate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl benzoylphosphonate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl cyclopropyl methylphosphonate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl trans-cinnamyl phosphonate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl 4-methylbenzyl phosphonate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl allyl phosphonate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens dibenzyl phosphonate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens dimethyl 2-oxoheptyl phosphonate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl 2,2,2-trifluoro-1-hydroxyethyl phosphonate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens diethyl ethylthiomethyl phosphonate
3.3.2.10 0.1
-
 IC50 is above 0.1 mM Homo sapiens 12-sulfonoxy-cis-9-octadecenoic acid