D0879

Diisopropylfluorophosphate

• 別名: DFP, DIFP, Diisopropyl phosphorofluoridate, Phosphoric acid diisopropyl ester fluoride
• 化学式: [(CH₃)₂CHO]₂POF
• CAS番号: 55-91-4
• 分子量: 184.15
• Beilstein: 1723307
• EC Number: 200-247-6
• MDL番号: MFCD00008873
• UNSPSCコード: 12352200
• PubChem Substance ID: 24893303
• NACRES: NA.77

特性

• 由来生物: synthetic (organic)
• 品質水準: 100
• 蒸気圧: 0.58 mmHg ( 20 °C)
• 形状: liquid
• 屈折率: n20/D 1.385 (lit.)
• bp: 62 °C/9 mmHg (lit.)
• mp: −82 °C (lit.)
• 溶解性: 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.)
• 密度: 1.06 g/mL at 25 °C (lit.)
• 抗生物質活性スペクトル: Gram-negative bacteria; Gram-positive bacteria
• 作用機序: protein synthesis | interferes
• 保管温度: 2-8°C
• SMILES記法: 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
• 遺伝子情報: human ... ACHE(43) , PTGS1(5742) , PTGS2(5743)

詳細

アプリケーション

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

生物化学的／生理学的作用

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.

アナリシスノート

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

その他情報

未開封のボトルで2～8°Cで適切に保管すれば、DIFPは、少なくとも2年間は安定です。DIFP
湿気に弱く、不安定になります。DIFPは、分解時には濃黄色を呈します。

安全性情報

• ピクトグラム: GHS06
• シグナルワード: Danger
• 危険有害性情報: H300 + H310 + H330
• 注意書き: P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• 危険有害性の分類: Acute Tox. 1 Oral - Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation
• 保管分類コード: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable
• 個人用保護具 (PPE): Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter