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BRENDA support

Ligand diisopropyl fluorophosphate

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Basic Ligand Information

Molecular Structure
Picture of diisopropyl fluorophosphate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H14FO3P
diisopropyl fluorophosphate
MUCZHBLJLSDCSD-UHFFFAOYSA-N
Synonyms:
bis(1-methylethyl) fluorophosphate, DFP, di-isopropyl-phosphofluoridate, di-isopropylfluorophosphate, di-isopropyl fluorophosphate, di-isopropylphosphofluoridate, diisopropylfluorophosphate, diisopropyl fluorophosphates, diisopropyl fluorophosphonate, diisopropylfluorphosphate, diisopropyl flurophosphate, diisopropyl phosphofluoridate, diisopropylphosphofluoridate, diisopropyl phosphofluoride, diisopropylphosphofluoride, diisopropylphosphorofluoridate, diisopropyl phosphorofluoridate, diisopropylphosphoryl fluoride, dipropan-2-yl phosphorofluoridate, Isoflurophate, O,O-diisopropyl phosphofluoridate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Substrate in Enzyme-catalyzed Reactions (9 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
diisopropyl phosphofluoridate + H2O = ?
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (4 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
1.0 mM, activation to 116.3% of control
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weak activation
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1 mM, 15% inhibition
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17% activation at 1 mM
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Inhibitor in Enzyme-catalyzed Reactions (433 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
non-competitive
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partial
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complete inhibition of both enzyme activities at 20 mM
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weak inhibition
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to some extent
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strong inhibitor, 50% inhibition at 0.1 mM
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5 mM, 40% inhibition
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0.3 mM, complete inhibition
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0.1 mM, no residual activity
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1 mM, complete inhibition
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complete inhibition at 0.01 mM
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complete inhibition at 1 mM, 80% inhibition at 0.1 mM
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9% relative residual activity
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the recombinant enzyme shows about 63% residual activity at 1 mM
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bifunctional enzyme: cyclic-ribonucleotide phosphomutase-5'-phosphodiesterase
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IC50: 0.8 for 65 kDa BPP hydrolase
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1 mM, 34% inhibition of the membrane-bound enzyme
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1 mM, 18% inhibition
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42% inhibition at 10 mM
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1 mM, 48% inhibition
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16% inhibition at 1 mM at pH 7.4
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pretreatment, complete inhibition
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strongly inhibitory at 1 mM
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5 mM, 25% inhibition. 10 mM, 44% inhibition
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87% inhibition at 1 mM
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alone slightly and in combination with p-hydroxymercuribenzoate strong
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1 mM, 28% inhibition
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irreversible inhibition; mechansim-based inhibitor
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complete inhibition at 5 mM
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complete inhibition at 4 mM
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complete inhibition at 5 mM
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strongly inhibits
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2 mM, 35% inhibition
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0.05 mM, 37% inhibition. Rapid and irreverible
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inhibits cleavage of synthetic tetradecapeptide renin substrate, irreversible inhibition of benzoyl-arginine 4-nitroanilide
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inhibits esterase activity
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causes total inhibition
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partial inhibition
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87% inhibition at 2 mM
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complete inhibition at 0.1 mM
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binds covalently to the enzyme
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0.5 mM, complete inhibition
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1 mM, 88% inhibition
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0.01 mM, no residual activity
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strong
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gamma-renin only
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1.0 mM, 30 min, 20°C, activity of protease I is reduced by 10%, activity of protease II by 30%
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1 mM, weak inhibition at pH 5.5 and pH 8.0 with and without addition of 1 mM Co2+
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1 mM, 81% inhibition
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10 mM, about 70% inhibition
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at 0.5 mM, 15.5% inhibition
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strain PS-21 not inhibited
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the substrate protects against inhibition
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weak inhibition, Ki: 33 mM
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5 mM, 18% inhibition
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complete inhibition at 0.01 mM
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2 mM, 90% inhibition
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1 mM, 30% inhibition
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0.3 mM
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1 mM
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2 mM, 80% inhibition
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10 mM, 25% inhibition
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0.05 mM, 100% inhibition
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (42 results)

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EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
41
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KM Value (52 results)

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EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

Ki Value (7 results)

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EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.006
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pH 7.5, 25°C
0.44
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pH 8.5, 25°C, wild-type enzyme, substrate paraoxon
0.00000007
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pH 7.2, 25°C
33
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weak inhibition

IC50 Value (16 results)

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EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.00196
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0.045
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i.e. DFP, n-C8H17P(O)(OCH3)F, IC50 is 0.045 mM
8
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IC50: 8 mM
0.8
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IC50: 0.8 mM for 65 kDa BPP hydrolase
1.15
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IC50: 1.15 mM
0.00005
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IC50: 50 nM
0.01
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References & Links

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Links to other databases for diisopropyl fluorophosphate

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ChEBI
PubChem
ChEBI
PubChem