A6664

4-Amidinophenylmethanesulfonyl fluoride hydrochloride

serine protease inhibitor

• Synonym(s): 4-Amidinobenzylsulfonyl fluoride hydrochloride, p-APMSF
• Empirical Formula (Hill Notation): C₈H₉FN₂O₂S · HCl
• CAS Number: 74938-88-8
• Molecular Weight: 252.69
• UNSPSC Code: 12352202
• NACRES: NA.77
• PubChem Substance ID: 24891118
• MDL number: MFCD00078902
• Beilstein/REAXYS Number: 9083148

Properties

• assay: ≥97% (silver nitrate titration)
• form: powder
• mp: 190-191 ºC
• solubility: H₂O: 50 mM (Stable when aliquoted at −20°C. Half-life = 6 minutes in pH 7.0 buffer systems.)
• storage temp.: −20°C
• SMILES string: Cl[H].NC(=N)c1ccc(CS(F)(=O)=O)cc1
• InChI: 1S/C8H9FN2O2S.ClH/c9-14(12,13)5-6-1-3-7(4-2-6)8(10)11;/h1-4H,5H2,(H3,10,11);1H
• InChI key: KHLLRHIUKOJXLL-UHFFFAOYSA-N

Description

General description

4-Amidinophenylmethanesulfonyl fluoride hydrochloride is relatively nontoxic.[1]

Application

4-Amidinophenylmethanesulfonyl fluoride hydrochloride has been used:

• as a component of inhibitor cocktail for whole blood collection and separation of plasma[2]
• as a component of sodium dodecyl sulfate (SDS) sample buffer to prepare whole-cell extract[3]
• as a trypsin inhibitor to measure its inhibition efficiency and to determine the efficacy of the quantum dot fluorescence resonance energy transfer (FRET)-based enzymatic probes[1]

Biochem/physiol Actions

4-Amidinophenylmethanesulfonyl fluoride hydrochloride (p-APMSF) can inhibit the trypsin-like proteinase produced by Fusarium culmorum.[4] It is also capable of blocking bovine Factor Xa, human plasmin, and the human complement proteases, C1r and C1s.

Irreversible inhibitor of serine proteases with lysine or arginine substrate specificities. Effective concentration 10-100 μM.

Irreversible inhibitor of serine proteases with lysine or arginine substrate specificities. Effective concentration 10-100 μM. Frequently used to characterize newly discovered proteases.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)