D0879

Diisopropylfluorophosphate

• Sinonimo/i: DFP, DIFP, Diisopropyl phosphorofluoridate, Phosphoric acid diisopropyl ester fluoride
• Formula condensata: [(CH₃)₂CHO]₂POF
• Numero CAS: 55-91-4
• Peso molecolare: 184.15
• Beilstein: 1723307
• Numero CE: 200-247-6
• Numero MDL: MFCD00008873
• Codice UNSPSC: 12352200
• ID PubChem: 24893303
• NACRES: NA.77

Proprietà

• Origine biologica: synthetic (organic)
• Livello qualitativo: 100
• Tensione di vapore: 0.58 mmHg ( 20 °C)
• Stato: liquid
• Indice di rifrazione: n20/D 1.385 (lit.)
• P. ebollizione: 62 °C/9 mmHg (lit.)
• Punto di fusione: −82 °C (lit.)
• Solubilità: 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.)
• Densità: 1.06 g/mL at 25 °C (lit.)
• Spettro attività antibiotica: Gram-negative bacteria; Gram-positive bacteria
• Modalità d’azione: protein synthesis | interferes
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: 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; MUCZHBLJLSDCSD-UHFFFAOYSA-N
• Informazioni sul gene: human ... ACHE(43) , PTGS1(5742) , PTGS2(5743)

Descrizione

Applicazioni

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)[1]
• for inducing status epilepticus (SE) in adult rats[2]
• as an irreversible serine protease inhibitor in human neutrophil subcellular fractions[3]

Azioni biochim/fisiol

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.

Risultati analitici

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

Altre note

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.

Informazioni sulla sicurezza

• Pittogrammi: GHS06
• Avvertenze: Danger
• Indicazioni di pericolo: H300 + H310 + H330
• Consigli di prudenza: P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Classi di pericolo: Acute Tox. 1 Oral - Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation
• Codice della classe di stoccaggio: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter