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Literature summary for 3.3.2.9 extracted from

  • Morisseau, C.; Bernay, M.; Escaich, A.; Sanborn, J.R.; Lango, J.; Hammock, B.D.
    Development of fluorescent substrates for microsomal epoxide hydrolase and application to inhibition studies (2011), Anal. Biochem., 414, 154-162.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.3.2.9

Application

Application Comment Organism
analysis development of a fluorescence-based assay using substrate cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate and application as a useful tool for the discovery of structure-activity relationships among mEH inhibitors and for the screening chemical library with high accuracy and with a Z' value of approximately 0.7 Homo sapiens
analysis development of a fluorescence-based assay using substrate cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate and application as a useful tool for the discovery of structure-activity relationships among mEH inhibitors and for the screening chemical library with high accuracy and with a Z' value of approximately 0.7 Rattus norvegicus

Cloned(Commentary)

Cloned (Comment) Organism
-
 Homo sapiens
-
 Rattus norvegicus

Inhibitors

Inhibitors Comment Organism Structure
(9E)-octadec-9-enamide
-
 Homo sapiens
(9E)-octadec-9-enamide
-
 Rattus norvegicus
12-hydroxyoctadecanamide
-
 Homo sapiens
12-hydroxyoctadecanamide
-
 Rattus norvegicus
2-(nonylsulfanyl)propanamide
-
 Homo sapiens
2-(nonylsulfanyl)propanamide
-
 Rattus norvegicus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0023
-
 cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate pH 9.0, 37°C Rattus norvegicus
0.0038
-
 cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate pH 9.0, 37°C Homo sapiens
0.012
-
 4-methyl-2-oxo-2H-chromen-7-yl oxiran-2-ylmethyl carbonate pH 9.0, 37°C Homo sapiens
0.022
-
 4-methyl-2-oxo-2H-chromen-7-yl oxiran-2-ylmethyl carbonate pH 9.0, 37°C Rattus norvegicus
0.035
-
 cis-stilbene oxide pH 9.0, 37°C Rattus norvegicus
0.141
-
 cis-stilbene oxide pH 9.0, 37°C Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Rattus norvegicus
-
-
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
0.021
-
 substrate 4-methyl-2-oxo-2H-chromen-7-yl oxiran-2-ylmethyl carbonate, pH 9.0, 37°C Homo sapiens
0.023
-
 substrate 4-nitrophenyl 3-(oxiran-2-yl)propanoate, pH 9.0, 37°C Rattus norvegicus
0.025
-
 substrate cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate, pH 9.0, 37°C Homo sapiens
0.029
-
 substrate 4-nitrophenyl 6-oxabicyclo[3.1.0]hexane-3-carboxylate, pH 9.0, 37°C Rattus norvegicus
0.048
-
 substrate 4-methyl-2-oxo-2H-chromen-7-yl oxiran-2-ylmethyl carbonate, pH 9.0, 37°C Rattus norvegicus
0.051
-
 substrate 4-nitrophenyl 6-oxabicyclo[3.1.0]hexane-3-carboxylate, pH 9.0, 37°C Homo sapiens
0.068
-
 substrate cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate, pH 9.0, 37°C Rattus norvegicus
0.072
-
 substrate 4-nitrophenyl 3-(oxiran-2-yl)propanoate, pH 9.0, 37°C Homo sapiens

Storage Stability

Storage Stability Organism
4°C, stable for at least 3 months Homo sapiens
4°C, stable for at least 3 months Rattus norvegicus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-methyl-2-oxo-2H-chromen-7-yl oxiran-2-ylmethyl carbonate + H2O
-
 Homo sapiens ?
-
 ?
4-methyl-2-oxo-2H-chromen-7-yl oxiran-2-ylmethyl carbonate + H2O
-
 Rattus norvegicus ?
-
 ?
4-nitrophenyl 3-(oxiran-2-yl)propanoate + H2O
-
 Homo sapiens ?
-
 ?
4-nitrophenyl 3-(oxiran-2-yl)propanoate + H2O
-
 Rattus norvegicus ?
-
 ?
4-nitrophenyl 6-oxabicyclo[3.1.0]hexane-3-carboxylate + H2O
-
 Homo sapiens ?
-
 ?
4-nitrophenyl 6-oxabicyclo[3.1.0]hexane-3-carboxylate + H2O
-
 Rattus norvegicus ?
-
 ?
cis-stilbene oxide + H2O
-
 Homo sapiens (1R,2R)-1,2-diphenylethane-1,2-diol
-
 ?
cis-stilbene oxide + H2O
-
 Rattus norvegicus (1R,2R)-1,2-diphenylethane-1,2-diol
-
 ?
cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate + H2O synthetic fluorescent substrate Homo sapiens ?
-
 ?
cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate + H2O synthetic fluorescent substrate Rattus norvegicus ?
-
 ?

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0004
-
 substrate cis-stilbene oxide, pH 9.0, 37°C Rattus norvegicus 2-(nonylsulfanyl)propanamide
0.0005
-
 substrate cis-stilbene oxide, pH 9.0, 37°C Homo sapiens 2-(nonylsulfanyl)propanamide
0.0005
-
 substrate cis-stilbene oxide, pH 9.0, 37°C Rattus norvegicus (9E)-octadec-9-enamide
0.001
-
 substrate cis-stilbene oxide, pH 9.0, 37°C Homo sapiens (9E)-octadec-9-enamide
0.0011
-
 substrate cis-stilbene oxide, pH 9.0, 37°C Rattus norvegicus 12-hydroxyoctadecanamide
0.0026
-
 substrate cis-stilbene oxide, pH 9.0, 37°C Homo sapiens 12-hydroxyoctadecanamide
0.0042
-
 substrate cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate, pH 9.0, 37°C Rattus norvegicus 2-(nonylsulfanyl)propanamide
0.006
-
 substrate cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate, pH 9.0, 37°C Homo sapiens 2-(nonylsulfanyl)propanamide
0.063
-
 substrate cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate, pH 9.0, 37°C Rattus norvegicus (9E)-octadec-9-enamide
0.123
-
 substrate cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate, pH 9.0, 37°C Rattus norvegicus 12-hydroxyoctadecanamide
0.14
-
 substrate cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate, pH 9.0, 37°C Homo sapiens (9E)-octadec-9-enamide
0.2
-
 or above, substrate cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate, pH 9.0, 37°C Homo sapiens 12-hydroxyoctadecanamide