Ligand sarin

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Basic Ligand Information

Molecular Structure
Picture of sarin (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H10FO2P
sarin
DYAHQFWOVKZOOW-UHFFFAOYSA-N
Synonyms:
(RS)-propan-2-yl methylphosphonofluoridate, 1-methylethyl methylphosphonofluoridoate, isopropylmethylphosphonofluoridate, isopropyl methylphosphonofluoridate, O-isopropyl-methylphosphonofluoridate, O-isopropylmethylphosphonofluoridate, O-isopropyl methylphosphonofluoridate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
O-isopropyl methylphosphonofluoridate + H2O = ?
-

Substrate in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
sarin + H2O = ?
-
show the reaction diagram
sarin + H2O = ?
-

Activator in Enzyme-catalyzed Reactions (2 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (15 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
a methylfluorophosphonate, enzyme reactivation by oximes, overview
-
detailed analysis of inhibition kinetics
-
i.e. sarin, a nerve agent, leads to irrversible inhibition of AChE
-
isopropylmethylphosphonofluoridate, GB
-
more than 95% inhibition at 30 nM
-
more than 95% inhibition at 50 nM
-
nerve agent, binding structure, overview
-
oxime-induced reactivation of the enzyme following inhibition by sarin or paraoxon, overview
-
reactivation of sarin-inhibited acetylcholinesterase by oximes, 2-PAM, MMB4, HI-6, HLo-7, and ICD-585, overview
-
a methylfluorophosphonate, enzyme reactivation by oximes, overview
-
syn: sarin, rank order of decreasing inhibition: soman, sarin, diisopropyl phosphorofluoridate, echothiohate, paraoxon
-
strong inhibition at 0.0008 mM
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (8 results)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
-
56
-
mutant enzyme G60A, in 50 mM CHES (pH 9.0), at 30°C
120
-
mutant enzyme H254G/H257W/L303T, in 50 mM CHES (pH 9.0), at 30°C
15
-
mutant enzyme H275Y/L303T, in 50 mM CHES (pH 9.0), at 30°C
300
-
mutant enzyme S308G, in 50 mM CHES (pH 9.0), at 30°C
39
-
wild type enzyme, in 50 mM CHES (pH 9.0), at 30°C
90
-
pH not specified in the publication, temperature not specified in the publication

KM Value (5 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
mutant enzyme Q192R, in 20 mM Tris-HCl with 1 mM CaCl2 (pH 7.4), at 25°C
0.074
-
wild type enzyme, in 20 mM Tris-HCl with 1 mM CaCl2 (pH 7.4), at 25°C
0.21
-
-
1.57
-
pH not specified in the publication, temperature not specified in the publication

IC50 Value (1 result)

COMMENTARY
EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
LITERATURE
pH 7.4, 37°C
0.00000727
-

References & Links

Links to other databases for sarin

ChEBI
PubChem
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PubChem