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A8456

4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride

Name: 4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride
Brand: SIAL

≥97.0% (HPLC)

Synonym(s):

AEBSF

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About This Item

Empirical Formula (Hill Notation):

C₈H₁₀FNO₂S · HCl

CAS Number:

30827-99-7

Molecular Weight:

239.69

UNSPSC Code:

12352202

NACRES:

NA.77

PubChem Substance ID:

24278240

MDL number:

MFCD00132962

Beilstein/REAXYS Number:

7604627

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Properties

biological source

synthetic (organic)

Quality Level

300

assay

≥97.0% (HPLC)

form

powder

solubility

H₂O: 50 mg/mL

storage temp.

−20°C

SMILES string

FS(C1=CC=C(CCN)C=C1)(=O)=O.[H]Cl

InChI

1S/C8H10FNO2S.ClH/c9-13(11,12)8-3-1-7(2-4-8)5-6-10;/h1-4H,5-6,10H2;1H

InChI key

WRDABNWSWOHGMS-UHFFFAOYSA-N

Description

General description

stable for up to six months if stored refrigerated at a pH of less than 7. If a pH of greater than 7 is required, pH adjustment should be made just prior to use.

Application

4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride (AEBSF) has been used:

as a protease inhibitor in plasma samples to prevent acylated ghrelin (AG) degradation
as a snake venom serine proteinase (SVSP) inhibitor in SVSP inhibition or AEBSF assay to test the involvement of SVSPs on the fibrinogen-clotting activity
as a component in NP-40 lysis buffer to resuspend cell pellets for preparing cell lysates

Recommended concentrations for use are 0.1-1 mM.

Biochem/physiol Actions

4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride (AEBSF) is an irreversible serine protease inhibitor. Inhibition constants are similar to those of phenylmethanesulfonyl fluoride (PMSF) and diisopropylfluorophosphate (DFP). AEBSF has been shown to inhibit trypsin, chymotrypsin, plasmin kallikrein, and thrombin. As an alternative to PMSF and DFP, AEBSF offers lower toxicity, improved solubility in water, and improved stability in aqueous solutions. AEBSF can be used in cell culture in concentrations of up to 0.25 mM.

AEBSF can inhibit acetylcholinesterase (AChE).