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Merck

A8456

4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride

≥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

Key Documents

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Product Name

4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride, ≥97.0% (HPLC)

InChI

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

SMILES string

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

InChI key

WRDABNWSWOHGMS-UHFFFAOYSA-N

biological source

synthetic (organic)

assay

≥97.0% (HPLC)

form

powder

Quality Level

300

solubility

H2O: 50 mg/mL

storage temp.

−20°C

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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

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).

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.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1A

Storage Class

8A - Combustible corrosive hazardous materials

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000431730
0000431730
0000409162
0000409162
0000389739

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Ilario Mennella et al.
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Biochimica et biophysica acta, 1842(9), 1556-1566 (2014-06-03)
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Frontiers in plant science, 11, 277-277 (2020-03-29)
Post-translational covalent modifications of histones play important roles in modulating chromatin structure and are involved in the control of multiple developmental processes in plants. Here we provide insight into the contribution of the histone lysine methyltransferase SET DOMAIN GROUP 8
Niina Aaltonen et al.
Biological procedures online, 22, 6-6 (2020-03-20)
Serine hydrolases (SHs) are a functionally diverse family of enzymes playing pivotal roles in health and disease and have emerged as important therapeutic targets in many clinical conditions. Activity-based protein profiling (ABPP) using fluorophosphonate (FP) probes has been a powerful
Ci Chu et al.
Molecular cell, 44(4), 667-678 (2011-10-04)
Long noncoding RNAs (lncRNAs) are key regulators of chromatin state, yet the nature and sites of RNA-chromatin interaction are mostly unknown. Here we introduce Chromatin Isolation by RNA Purification (ChIRP), where tiling oligonucleotides retrieve specific lncRNAs with bound protein and
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