AEBSF

AEBSF
Names


IUPAC name 4-(2-Aminoethyl)benzenesulfonyl fluoride
Other names Pefabloc SC
Identifiers
CAS Number	34284-75-8^N
3D model (JSmol)	Interactive image
ChemSpider	1638^Y
DrugBank	DB07347^Y
MeSH	AEBSF
PubChem CID	1701
InChI InChI=1S/C8H10FNO2S/c9-13(11,12)8-3-1-7(2-4-8)5-6-10/h1-4H,5-6,10H2^Y Key: MGSKVZWGBWPBTF-UHFFFAOYSA-N^Y 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
SMILES FS(=O)(=O)c1ccc(cc1)CCN
Properties
Chemical formula	C₈H₁₀FNO₂S.HCl
Molar mass	239.69 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N (what is ^YN ?)
Infobox references

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.

Both AEBSF and PMSF are sulfonyl fluorides and are sulfonylating agents. Sulfonyl fluorides act by reacting with the hydroxy group of the active site serine residue to form a sulfonyl enzyme derivative. This derivative may be stable for long periods of time except at high pH.

AEBSF is extensively used in studies aiming to describe cholesterol regulatory genes due to its potent ability to inhibit Site-1-protease (S1P). This serine protease, located in the Golgi apparatus, is responsible for activating the sterol regulatory element-binding proteins (SREBP). By selectively inhibiting S1P, AEBSF can be used to characterize the downstream result of SREBP inhibition and its influence on cholesterol regulation.

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Wikipedia