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EC Tree
IUBMB Comments Requires Mg2+ for maximal activity. The enzyme from mammals is a bifunctional enzyme: the N-terminal domain exhibits lipid-phosphate-phosphatase activity and the C-terminal domain has the activity of EC 3.3.2.10, soluble epoxide hydrolase (sEH) . The best substrates for this enzyme are 10-hydroxy-9-(phosphooxy)octadecanoates, with the threo- form being a better substrate than the erythro- form . The phosphatase activity is not found in plant sEH or in EC 3.3.2.9, microsomal epoxide hydrolase, from mammals .
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Synonyms
lipid phosphatase, nterm-phos, epxh2,
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lipid phosphate phosphatase
-
-
soluble epoxide hydrolase
-
the N-terminal domain of the soluble epoxide hydrolase demonstrates lipid phosphatase activity
additional information
-
c.f. EC 3.3.2.10
additional information
-
c.f. EC 3.3.2.10
additional information
-
c.f. EC 3.3.2.10
additional information
-
c.f. EC 3.3.2.10
additional information
-
c.f. EC 3.3.2.10
additional information
-
EC 3.1.3.76 belongs to the haloacid dehalogenase superfamily of enzymes, c.f. EC 3.3.2.10
additional information
-
EC 3.1.3.76 belongs to the haloacid dehalogenase superfamily of enzymes, c.f. EC 3.3.2.10
additional information
-
EC 3.1.3.76 belongs to the haloacid dehalogenase superfamily of enzymes, see also EC 3.3.2.10
additional information
-
c.f. EC 3.3.2.10
additional information
-
EC 3.1.3.76 belongs to the haloacid dehalogenase superfamily of enzymes, see also EC 3.3.2.10
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(9S,10S)-10-hydroxy-9-(phosphooxy)octadecanoate + H2O = (9S,10S)-9,10-dihydroxyoctadecanoate + phosphate
(9S,10S)-10-hydroxy-9-(phosphooxy)octadecanoate + H2O = (9S,10S)-9,10-dihydroxyoctadecanoate + phosphate
-
-
-
-
(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
-
(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
-
(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
-
(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
-
(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, structure-mechanism relationship
-
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(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate phosphohydrolase
Requires Mg2+ for maximal activity. The enzyme from mammals is a bifunctional enzyme: the N-terminal domain exhibits lipid-phosphate-phosphatase activity and the C-terminal domain has the activity of EC 3.3.2.10, soluble epoxide hydrolase (sEH) [1]. The best substrates for this enzyme are 10-hydroxy-9-(phosphooxy)octadecanoates, with the threo- form being a better substrate than the erythro- form [1]. The phosphatase activity is not found in plant sEH or in EC 3.3.2.9, microsomal epoxide hydrolase, from mammals [1].
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(9E)-12-phosphonooxyoctadec-9-enoic acid + H2O
(9E)-12-hydroxyoctadec-9-enoic acid + phosphate
-
-
-
-
?
(9E)-12-sulfonooxyoctadec-9-enoic acid + H2O
(9E)-12-hydroxyoctadec-9-enoic acid + sulfate
-
-
-
-
?
(9Z)-12-phosphonooxyoctadec-9-enoic acid + H2O
(9Z)-12-hydroxyoctadec-9-enoic acid + phosphate
-
-
-
-
?
(9Z)-12-sulfonooxyoctadec-9-enoic acid + H2O
(9Z)-12-hydroxyoctadec-9-enoic acid + sulfate
-
-
-
-
?
10-sulfonooxy-octadecanoic acid + H2O
10-hydroxyoctadecanoic acid + phosphate
-
-
-
-
?
12-phosphonooxyoctadecanoic acid + H2O
12-hydroxyoctadecanoic acid + phosphate
-
-
-
-
?
2'-[2-benzothiazolyl]-6'-hydroxybenzothiazole phosphate + H2O
2'-[2-benzothiazolyl]-6'-hydroxybenzothiazole + phosphate
-
i.e. attophos
-
-
?
4-methylumbelliferyl phosphate + H2O
4-methylumbelliferone + phosphate
4-nitrophenyl phosphate + H2O
4-nitrophenol + phosphate
erythro-10-phosphonooxy-9-hydroxy-octadecanoic acid + H2O
erythro-9,10-dihydroxyoctadecanoate + phosphate
-
-
-
-
?
erythro-9,10-phosphonooxy-hydroxy-octadecanoic acid + H2O
?
-
-
-
-
?
erythro-9-hydroxy-10-(phosphonooxy)octadecanoate + H2O
erythro-9,10-dihydroxyoctadecanoic acid + phosphate
-
-
i.e. dihydroxy elaidic acid
-
?
farnesyl diphosphate + H2O
farnesol + phosphate
-
-
-
-
?
farnesyl phosphate + H2O
farnesol + phosphate
geranyl diphosphate + H2O
geraniol + phosphate
-
-
-
-
?
geranyl phosphate + H2O
geraniol + phosphate
geranylgeranyl diphosphate + H2O
geranylgeraniol + phosphate
-
-
-
-
?
geranylgeranyl phosphate + H2O
geranylgeraniol + phosphate
isopentenyl diphosphate + H2O
isopentenol + phosphate
-
-
-
-
?
isopentenyl phosphate + H2O
isopentenol + phosphate
threo-10-phosphonooxy-9-hydroxy-octadecanoic acid + H2O
threo-9,10-dihydroxyoctadecanoate + phosphate
-
-
-
-
?
threo-9,10-phosphonooxy-hydroxy-octadecanoic acid + H2O
?
-
-
-
-
?
threo-9,10-phosphonooxyoctadecanoic acid + H2O
?
-
-
-
-
?
threo-9-hydroxy-10-(phosphonooxy)octadecanoate + H2O
threo-9,10-dihydroxyoctadecanoic acid + phosphate
-
preferred substrate
i.e. dihydroxy stearic acid
-
?
additional information
?
-
4-methylumbelliferyl phosphate + H2O
4-methylumbelliferone + phosphate
-
-
-
-
?
4-methylumbelliferyl phosphate + H2O
4-methylumbelliferone + phosphate
-
-
-
-
?
4-nitrophenyl phosphate + H2O
4-nitrophenol + phosphate
-
-
-
-
?
4-nitrophenyl phosphate + H2O
4-nitrophenol + phosphate
-
-
-
-
?
4-nitrophenyl phosphate + H2O
4-nitrophenol + phosphate
-
-
-
-
?
farnesyl phosphate + H2O
farnesol + phosphate
-
-
-
-
?
farnesyl phosphate + H2O
farnesol + phosphate
-
-
-
-
?
geranyl phosphate + H2O
geraniol + phosphate
-
-
-
-
?
geranyl phosphate + H2O
geraniol + phosphate
-
-
-
-
?
geranylgeranyl phosphate + H2O
geranylgeraniol + phosphate
-
-
-
-
?
geranylgeranyl phosphate + H2O
geranylgeraniol + phosphate
-
-
-
-
?
isopentenyl phosphate + H2O
isopentenol + phosphate
-
-
-
-
?
isopentenyl phosphate + H2O
isopentenol + phosphate
-
-
-
-
?
additional information
?
-
-
no activity with 4-nitrophenyl sulfate of the isolated recombinant N-terminal domain
-
-
?
additional information
?
-
-
the enzyme acts regioselectively, substrate specificity
-
-
?
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(9E)-12-phosphonooxyoctadec-9-enoic acid + H2O
(9E)-12-hydroxyoctadec-9-enoic acid + phosphate
-
-
-
-
?
(9Z)-12-phosphonooxyoctadec-9-enoic acid + H2O
(9Z)-12-hydroxyoctadec-9-enoic acid + phosphate
-
-
-
-
?
12-phosphonooxyoctadecanoic acid + H2O
12-hydroxyoctadecanoic acid + phosphate
-
-
-
-
?
erythro-9,10-phosphonooxy-hydroxy-octadecanoic acid + H2O
?
-
-
-
-
?
threo-9,10-phosphonooxy-hydroxy-octadecanoic acid + H2O
?
-
-
-
-
?
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Co2+
-
half as effective as Mg2+
phosphate
-
binding structure at the N-terminus
Mg2+
-
-
Mg2+
-
dependent on, binding structure at the N-terminus
Mg2+
-
dependent on, maximal activity at 0.1 mM
Mg2+
-
dependent on, optimal at 1 mM MgCl2, one Mg2+ per catalytic subunit, dissociation constants, recombinant enzyme
Mg2+
-
required for phosphatase activity of the enzyme
Mg2+
-
required for phosphatase activity
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(9E)-12-sulfonooxy-9-octadecenoic acid
-
IC50 is 0.0097 mM
(9Z)-12-sulfonooxy-9-octadecenoic acid
-
IC50 is above 0.1 mM
10-(sulfooxy)octadecanoic acid
-
IC50 is 0.0059 mM
4-fluorochalcone oxide
-
8% inhibition at 0.1 mM
4-nitrophenyl sulfate
-
IC50 is above 0.1 mM
4-Phenylchalcone oxide
-
11% inhibition at 0.1 mM
9-hydroxy-10-(sulfooxy)octadecanoic acid
-
IC50 is 0.0175 mM
alpha-hydroxyfarnesyl phosphonic acid
-
IC50 is 0.073 mM
alpha-sulfostearic acid
-
IC50 is 0.0096 mM
D-galactose 6-sulfate
-
IC50 is above 0.1 mM
dibenzyl phosphonate
-
IC50 is above 0.1 mM
diethyl 2,2,2-trifluoro-1-hydroxyethyl phosphonate
-
IC50 is above 0.1 mM
diethyl 4-methylbenzyl phosphonate
-
IC50 is above 0.1 mM
diethyl allyl phosphonate
-
IC50 is above 0.1 mM
diethyl benzoylphosphonate
-
IC50 is above 0.1 mM
diethyl cyclopropyl methylphosphonate
-
IC50 is above 0.1 mM
diethyl ethylthiomethyl phosphonate
-
IC50 is above 0.1 mM
diethyl trans-cinnamyl phosphonate
-
IC50 is above 0.1 mM
diethyl vinylphosphonate
-
IC50 is above 0.1 mM
dimethyl 2-oxoheptyl phosphonate
-
IC50 is above 0.1 mM
dioctyl phenyl phosphonate
-
IC50 is 0.013 mM
dodecyl phosphonic acid
-
IC50 is 0.040 mM
Estrone 3-sulfate
-
IC50 is above 0.1 mM
L-ascorbic acid 2-sulfate
-
IC50 is above 0.1 mM
N-acetyl-D-galactosamine 4-sulfate
-
IC50 is above 0.1 mM
octadecan-9-yl sulfate
-
IC50 is 0.0047 mM
orthovanadate
-
65% inhibition of the phosphatase activity at 0.1 mM
Sodium dodecyl sulfate
-
IC50 is 0.0052 mM
sodium dodecyl sulfonate
-
IC50 is 0.0037 mM
Sodium fluoride
-
10% inhibition at 1.0 mM
Sodium molybdate
-
8% inhibition at 1.0 mM
taurocholic acid
-
IC50 is above 0.1 mM
taurolithocholic acid 3-sulfate
-
IC50 is 0.005 mM
tetraisopropyl methylenediphosphonate
-
IC50 is above 0.1 mM
EDTA
-
complete inhibition at 20 mM
EDTA
-
complete inhibition at 20 mM
EDTA
-
complete inhibition at 20 mM
additional information
-
poor or no inhibition by chalcone oxide, 1-cyclohexyl-3-ethyl urea, 1-cyclohexyl-3-hexyl urea, 1-cyclohexyl-3-dodecyl urea, 1,3-dicyclohexyl urea, okadaic acid, tartaric acid, and sodium orthovanadate
-
additional information
-
no inhibition of the phosphatase activity by 1-cyclohexyl-3-dodecyl urea at 0.1 mM
-
additional information
-
inhibition mechanism of sulfates, sulfonates, and phosphonates
-
additional information
-
no inhibition of the phosphatase activity by dicyclohexylurea and 4-fluorochalcone oxide
-
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0.0036
2'-[2-benzothiazolyl]-6'-hydroxybenzothiazole phosphate
-
pH 7.0, 30°C, recombinant enzyme
0.21
4-methylumbelliferyl phosphate
-
pH 7.0, 30°C, recombinant enzyme
0.24 - 2.5
4-nitrophenyl phosphate
0.0036 - 0.084
farnesyl diphosphate
0.0036
farnesyl monophosphate
-
pH 7.0, 30°C, recombinant enzyme
0.024
farnesyl phosphate
-
recombinant enzyme
0.124
geranyl phosphate
-
recombinant enzyme
0.0036 - 0.033
geranylgeranyl diphosphate
1.746
geranylgeranyl phosphate
-
recombinant enzyme
0.02
threo-10-phosphonooxy-9-hydroxy-octadecanoic acid
-
pH 7.0, 30°C, recombinant enzyme
0.021
threo-9,10-phosphonooxyoctadecanoic acid
-
pH 7.0, 30°C, recombinant enzyme
0.021
threo-9-hydroxy-10-(phosphonooxy)octadecanoate
-
pH 7.8, 37°C, recombinant enzyme
additional information
additional information
-
0.24
4-nitrophenyl phosphate
-
pH 7.8, 37°C, native enzyme
0.37
4-nitrophenyl phosphate
-
pH 7.8, 37°C, recombinant enzyme
1.1
4-nitrophenyl phosphate
-
pH 7.4, 37°C, recombinant wild-type allele MFA enzyme and mutant R103C
1.1
4-nitrophenyl phosphate
-
pH 7.8, 37°C, recombinant wild-type enzyme
1.2
4-nitrophenyl phosphate
-
pH 7.4, 37°C, recombinant mutants K55R and C154Y
1.3
4-nitrophenyl phosphate
-
pH 7.4, 37°C, recombinant mutant R287Q
1.6
4-nitrophenyl phosphate
-
pH 7.0, 30°C, recombinant enzyme
2.3
4-nitrophenyl phosphate
-
pH 7.8, 37°C, recombinant wild-type N-terminal domain
2.5
4-nitrophenyl phosphate
-
pH 7.4, 37°C, recombinant mutant R103C/R287Q
0.0036
farnesyl diphosphate
-
pH 7.0, 30°C, recombinant enzyme
0.084
farnesyl diphosphate
-
recombinant enzyme
0.0036
geranylgeranyl diphosphate
-
pH 7.0, 30°C, recombinant enzyme
0.033
geranylgeranyl diphosphate
-
recombinant enzyme
additional information
additional information
-
kinetics
-
additional information
additional information
-
kinetics
-
additional information
additional information
-
kinetics
-
additional information
additional information
-
kinetics, recombinant enzyme
-
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0.0061 - 1.61
4-nitrophenyl phosphate
0.25
farnesyl diphosphate
-
recombinant enzyme
0.71
farnesyl phosphate
-
recombinant enzyme
0.51
geranyl phosphate
-
recombinant enzyme
0.13
geranylgeranyl diphosphate
-
recombinant enzyme
1.85
geranylgeranyl phosphate
-
recombinant enzyme
0.0061
4-nitrophenyl phosphate
-
pH 7.8, 37°C, recombinant wild-type enzyme
0.013
4-nitrophenyl phosphate
-
pH 7.8, 37°C, recombinant wild-type N-terminal domain
0.84
4-nitrophenyl phosphate
-
pH 7.8, 37°C, native enzyme
1.61
4-nitrophenyl phosphate
-
pH 7.8, 37°C, recombinant enzyme
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additional information
additional information
-
inhibition kinetics
-
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0.0097
(9E)-12-sulfonooxy-9-octadecenoic acid
Homo sapiens
-
IC50 is 0.0097 mM
0.1
(9Z)-12-sulfonooxy-9-octadecenoic acid
Homo sapiens
-
IC50 is above 0.1 mM
0.0059
10-(sulfooxy)octadecanoic acid
Homo sapiens
-
IC50 is 0.0059 mM
0.1
4-nitrophenyl sulfate
Homo sapiens
-
IC50 is above 0.1 mM
0.0175
9-hydroxy-10-(sulfooxy)octadecanoic acid
Homo sapiens
-
IC50 is 0.0175 mM
0.073
alpha-hydroxyfarnesyl phosphonic acid
Homo sapiens
-
IC50 is 0.073 mM
0.0096
alpha-sulfostearic acid
Homo sapiens
-
IC50 is 0.0096 mM
0.1
D-galactose 6-sulfate
Homo sapiens
-
IC50 is above 0.1 mM
0.1
dibenzyl phosphonate
Homo sapiens
-
IC50 is above 0.1 mM
0.1
diethyl 2,2,2-trifluoro-1-hydroxyethyl phosphonate
Homo sapiens
-
IC50 is above 0.1 mM
0.1
diethyl 4-methylbenzyl phosphonate
Homo sapiens
-
IC50 is above 0.1 mM
0.1
diethyl allyl phosphonate
Homo sapiens
-
IC50 is above 0.1 mM
0.1
diethyl benzoylphosphonate
Homo sapiens
-
IC50 is above 0.1 mM
0.1
diethyl cyclopropyl methylphosphonate
Homo sapiens
-
IC50 is above 0.1 mM
0.1
diethyl ethylthiomethyl phosphonate
Homo sapiens
-
IC50 is above 0.1 mM
0.1
diethyl trans-cinnamyl phosphonate
Homo sapiens
-
IC50 is above 0.1 mM
0.1
diethyl vinylphosphonate
Homo sapiens
-
IC50 is above 0.1 mM
0.1
dimethyl 2-oxoheptyl phosphonate
Homo sapiens
-
IC50 is above 0.1 mM
0.013
dioctyl phenyl phosphonate
Homo sapiens
-
IC50 is 0.013 mM
0.04
dodecyl phosphonic acid
Homo sapiens
-
IC50 is 0.040 mM
0.1
Estrone 3-sulfate
Homo sapiens
-
IC50 is above 0.1 mM
0.1
L-ascorbic acid 2-sulfate
Homo sapiens
-
IC50 is above 0.1 mM
0.1
N-acetyl-D-galactosamine 4-sulfate
Homo sapiens
-
IC50 is above 0.1 mM
0.0047
octadecan-9-yl sulfate
Homo sapiens
-
IC50 is 0.0047 mM
0.0052
Sodium dodecyl sulfate
Homo sapiens
-
IC50 is 0.0052 mM
0.0037
sodium dodecyl sulfonate
Homo sapiens
-
IC50 is 0.0037 mM
0.1
taurocholic acid
Homo sapiens
-
IC50 is above 0.1 mM
0.005
taurolithocholic acid 3-sulfate
Homo sapiens
-
IC50 is 0.005 mM
0.1
tetraisopropyl methylenediphosphonate
Homo sapiens
-
IC50 is above 0.1 mM
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.007
-
purified recombinant mutant R103C/R287Q, substrate 4-nitrophenyl phosphate
0.015
-
purified recombinant mutant K55R, substrate 4-nitrophenyl phosphate
0.016
-
purified recombinant mutant C154Y, substrate 4-nitrophenyl phosphate
0.017
-
purified recombinant mutant R103C, substrate 4-nitrophenyl phosphate
0.021
-
purified recombinant mutant R287Q, substrate 4-nitrophenyl phosphate
0.029
-
purified recombinant wild-type allele MFA enzyme and mutant E470G, substrate 4-nitrophenyl phosphate
0.0954
-
purified recombinant enzyme
0.25
-
purified recombinant enzyme, substrate geranyl phosphate
0.49
-
purified recombinant enzyme, substrate farnesyl phosphate
0.53
-
purified recombinant enzyme, substrate geranylgeranyl phosphate
0.8
-
purified recombinant enzyme, substrate geranyl phosphate
0.85
-
purified recombinant enzyme, substrate isopentenyl phosphate
0.99
-
purified recombinant enzyme, substrate farnesyl phosphate
1.05
-
purified recombinant enzyme, substrate geranylgeranyl phosphate
additional information
-
optimization of activity assay conditions with the recombinant enzyme, maximal in 25 mM Tris buffer, pH 7.0, 30°C, 1 mM MgCl2
0.03
-
purified recombinant enzyme, substrate isopentenyl phosphate
0.03
-
purified recombinant mutant V422A, substrate 4-nitrophenyl phosphate
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7
-
recombinant enzyme
7.8
-
assay at
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30
-
assay at
37
-
assay at
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
-
-
-
brenda
-
-
-
brenda
gene EPHX2
-
-
brenda
gene EPXH2
-
-
brenda
-
-
-
brenda
male Fischer rats
-
-
brenda
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
-
-
brenda
-
-
brenda
-
-
brenda
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
-
-
-
brenda
-
-
brenda
-
-
brenda
-
-
brenda
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
physiological function
-
the N-terminal lipid phosphatase may play a role in the development of hypoxia-induced pulmonary hypertension
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HYES_HUMAN
555
0
62616
Swiss-Prot
Secretory Pathway (Reliability: 3 )
HYES_MOUSE
554
0
62515
Swiss-Prot
other Location (Reliability: 4 )
HYES_PIG
555
0
62767
Swiss-Prot
other Location (Reliability: 5 )
HYES_RAT
554
0
62340
Swiss-Prot
other Location (Reliability: 5 )
A0A5B7AKX4_DAVIN
242
0
28180
TrEMBL
Mitochondrion (Reliability: 3 )
3.1.3.76 lipid-phosphate phosphatase
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