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A8456

Sigma-Aldrich

4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride

≥97.0% (HPLC)

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Synonym(s):
AEBSF
Empirical Formula (Hill Notation):
C8H10FNO2S · HCl
CAS Number:
Molecular Weight:
239.69
Beilstein/REAXYS Number:
7604627
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

assay

≥97.0% (HPLC)

form

powder

mp

183-191  °C

solubility

H2O: 50 mg/mL (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.)

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

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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

AEBSF can inhibit acetylcholinesterase (AChE).
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.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1A

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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