Diisopropylfluorophosphate
SIGMA/D0879
Synonym: DFP; DIFP; Diisopropyl phosphorofluoridate; Phosphoric acid diisopropyl ester fluoride
CAS Number: 55-91-4
Empirical Formula (Hill Notation): C6H14FO3P
Molecular Weight: 184.15
EC Number: 200-247-6
MDL Number: MFCD00008873
Linear Formula: [(CH3)2CHO]2POF
Product Type: Chemical
| antibiotic activity spectrum | Gram-negative bacteria |
| Gram-positive bacteria | |
| biological source | synthetic (organic) |
| bp | 62 °C/9 mmHg (lit.) |
| density | 1.06 g/mL at 25 °C (lit.) |
| form | liquid |
| InChI | 1S/C6H14FO3P/c1-5(2)9-11( |
| InChI key | MUCZHBLJLSDCSD-UHFFFAOYSA |
| mode of action | protein synthesis | interferes |
| mp | −82 °C (lit.) |
| Quality Level | 100  |
| refractive index | n |
| SMILES string | CC(C)OP(F)(=O)OC(C)C |
| 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.) | |
| storage temp. | 2-8°C |
| vapor pressure | 0.58 mmHg ( 20 °C) |
| Analysis Note: | Typically used at a concentration of 0.10 mM. A safer alternative inhibitor for serine protease is phenylmethylsulfonyl fluoride (PMSF). |
| Application: | Diisopropylfluorophosphat • 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. |
| Biochem/physiol Actions: | 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. |
| 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. |
| Symbol |  GHS06 |
| Signal word | Danger |
| Hazard statements | H300 + H310 + H330 |
| Precautionary statements | P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310 |
| Hazard Codes | T+ |
| Risk Statements | 26/27/28 |
| Safety Statements | 36/37/39-45 |
| RIDADR | UN 3382 6.1 / PGI |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| bp | 62 °C/9 mmHg (lit.) |
| mp | −82 °C (lit.) |
| Density | 1.06 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352200 |