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A8456

Sigma-Aldrich

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
Beilstein:
7604627
MDL number:
MFCD00132962
UNSPSC Code:
12352202
PubChem Substance ID:
24278240
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

300

Assay

≥97.0% (HPLC)

form

powder

mp

183-191  °C

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

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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

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
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1A

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000389739
0000389740
0000359853
069M4058V
0000183439

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Xue Zhang et al.
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
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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
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