D0879

Diisopropylfluorophosphate

• Sinónimos: DFP, DIFP, Diisopropyl phosphorofluoridate, Phosphoric acid diisopropyl ester fluoride
• Fórmula lineal: [(CH₃)₂CHO]₂POF
• Número de CAS: 55-91-4
• Peso molecular: 184.15
• Beilstein: 1723307
• Número CE: 200-247-6
• Número MDL: MFCD00008873
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 24893303
• NACRES: NA.77

Propiedades

• origen biológico: synthetic (organic)
• Nivel de calidad: 100
• presión de vapor: 0.58 mmHg ( 20 °C)
• Formulario: liquid
• índice de refracción: n20/D 1.385 (lit.)
• bp: 62 °C/9 mmHg (lit.)
• mp: −82 °C (lit.)
• solubilidad: 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.)
• densidad: 1.06 g/mL at 25 °C (lit.)
• espectro de actividad antibiótica: Gram-negative bacteria; Gram-positive bacteria
• Modo de acción: protein synthesis | interferes
• temp. de almacenamiento: 2-8°C
• cadena SMILES: 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
• Clave InChI: MUCZHBLJLSDCSD-UHFFFAOYSA-N
• Información sobre el gen: human ... ACHE(43) , PTGS1(5742) , PTGS2(5743)

Descripción

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Nota de análisis

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

Otras notas

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.

Información de seguridad

• Pictogramas: GHS06
• Palabra de señalización: Danger
• Frases de peligro: H300 + H310 + H330
• Consejos de prudencia: P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Clasificaciones de peligro: Acute Tox. 1 Oral - Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation
• Código de clase de almacenamiento: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter