AEBSF

AEBSF
AEBSF molecule
Names
Preferred IUPAC name
4-(2-Aminoethyl)benzene-1-sulfonyl fluoride
Other names
Pefabloc SC
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
DrugBank
MeSH AEBSF
UNII
  • InChI=1S/C8H10FNO2S/c9-13(11,12)8-3-1-7(2-4-8)5-6-10/h1-4H,5-6,10H2 checkY
    Key: MGSKVZWGBWPBTF-UHFFFAOYSA-N checkY
  • InChI=1/C8H10FNO2S/c9-13(11,12)8-3-1-7(2-4-8)5-6-10/h1-4H,5-6,10H2
    Key: MGSKVZWGBWPBTF-UHFFFAOYAK
  • FS(=O)(=O)c1ccc(cc1)CCN
Properties
C8H10FNO2S.HCl
Molar mass 239.69 g/mol
200 mg/mL[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

AEBSF or 4-(2-aminoethyl)benzenesulfonyl fluoride hydrochloride is a water-soluble, irreversible serine protease inhibitor with a molecular weight of 239.5 Da. It inhibits proteases like chymotrypsin, kallikrein, plasmin, thrombin, and trypsin. The specificity is similar to the inhibitor PMSF, nevertheless AEBSF is more stable at low pH values. Typical usage is 0.1 - 1.0 mM. AEBSF (marketed as Pefabloc SC from the company Pentapharm) was first reported for use in biochemistry in 1993, and came into common use for the inhibition serine proteases and of non-protease enzymes such as acetylhydrolases in the mid 1990s.[2]

  1. ^ "Pefabloc® SC" (PDF). Pentapharm. Retrieved 22 June 2023.
  2. ^ Dentan C, Tselepis AD, Chapman M, Ninio E (1996). "Pefabloc, 4-[2-aminoethyl]benzenesulfonyl fluoride, is a new, potent nontoxic and irreversible inhibitor of PAF-degrading acetylhydrolase". Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism. 1299 (3). Elsevier BV: 353–357. doi:10.1016/0005-2760(95)00226-x. ISSN 0005-2760. PMID 8597590.