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D0879

Diisopropylfluorophosphate

Name: Diisopropylfluorophosphate
Brand: SIGMA

synthetic (organic), serine proteases and acetylcholinesterase inhibitor, liquid

別名:

DFP, DIFP, Diisopropyl phosphorofluoridate, Phosphoric acid diisopropyl ester fluoride

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この商品について

化学式:

[(CH₃)₂CHO]₂POF

CAS番号:

55-91-4

分子量:

184.15

NACRES:

NA.77

PubChem Substance ID:

24893303

UNSPSC Code:

12352200

EC Number:

200-247-6

MDL number:

MFCD00008873

Beilstein/REAXYS Number:

1723307

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特性

製品名

Diisopropylfluorophosphate,

biological source

synthetic (organic)

Quality Level

100

vapor pressure

0.58 mmHg ( 20 °C)

form

liquid

refractive index

n20/D 1.385 (lit.)

bp

62 °C/9 mmHg (lit.)

mp

−82 °C (lit.)

solubility

anhydrous isopropanol: 0.1-0.5 M (stable for months if stored at -70 °C), H₂O: 1.5% at 25 °C (very unstable (at pH 7.5, half-life = 1 hr); decomposed by alkali.)

density

1.06 g/mL at 25 °C (lit.)

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

CC(C)OP(F)(=O)OC(C)C

InChI

1S/C6H14FO3P/c1-5(2)9-11(7,8)10-6(3)4/h5-6H,1-4H3

InChI key

MUCZHBLJLSDCSD-UHFFFAOYSA-N

Gene Information

human ... ACHE(43), PTGS1(5742), PTGS2(5743)

詳細

Application

Diisopropylfluorophosphate has been used:

in combination with inactivated thrombin in Affi-Gel 10 column for the purification of recombinant human thrombomodulin with its chondroitin sulfate chain (shrTMCSA)
for inducing status epilepticus (SE) in adult rats
as an irreversible serine protease inhibitor in human neutrophil subcellular fractions

Biochem/physiol Actions

Potent inhibitor of serine proteases and acetylcholinesterase; inhibits cathepsin G, cholinesterase, coagulation factor Xa, leucocyte elastase, pancreatic elastase, tissue kallikrein, plasmin, subtilisin, and thrombin. Inhibits apoptosis induced by ricin and bacterial toxins.

Potent inhibitor of serine proteases such as trypsin and chymotrypsin, and of acetylcholinesterase; also inhibits cathepsin G, cholinesterase, coagulation factor Xa, leucocyte elastase, pancreatic elastase, tissue kallikrein, plasmin, subtilisin, and thrombin. Inhibition of acetylcholinesterase makes this compound especially toxic. Inhibits apoptosis induced by ricin and bacterial toxins.

Analysis Note

Typically used at a concentration of 0.10 mM. A safer alternative inhibitor for serine protease is phenylmethylsulfonyl fluoride (PMSF).

Other Notes

Stored properly at 2-8°C, in an unopened bottle, DIFP should be stable for a minimum of two years. DIFP
is unstable when exposed to moisture. DIFP will develop a dark yellow color upon decomposition.