76307

Supelco

Pefabloc® SC

analytical standard

Synonym(s):
4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride, AEBSF
Empirical Formula (Hill Notation):
C8H10FNO2S · HCl
CAS Number:
Molecular Weight:
239.69
Beilstein/REAXYS Number:
7604627
MDL number:
PubChem Substance ID:
NACRES:
NA.24

Quality Level

grade

analytical standard

assay

≥95.0% (HPLC)

form

powder or crystals

shelf life

5 yr

application(s)

HPLC: suitable
gas chromatography (GC): suitable

Featured Industry

Forensics and Toxicology
Pharmaceutical (small molecule)

format

neat

storage temp.

2-8°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

Pefabloc® SC is a trypsin inhibitor, which can be used in the synthesis of its arginine-like analogue, 4-(2-guanidinoethyl)benzenesulfonyl fluoride.
Pefabloc® SC is a potent, nontoxic and relatively easy to use, irreversible serine proteinase inhibitor. It is reported to efficiently inhibit the platelet activating factor (PAF)-degrading acetylhydrolase (acetylhydrolase) in both humans and rats.

Application

Pefabloc® SC may be used as an analytical standard in determining the native oligomeric state and substrate specificity of rat NTPDase1 and NTPDase2 after heterologous expression in Xenopus oocytes. It may also be used as an esterase inhibitor, which is added to the whole blood to improve the stability of ciclesonide for the determination of ciclesonide (CIC) and its active metabolite, desisobutyryl-ciclesonide (des-CIC), in human plasma using liquid chromatography-atmospheric pressure chemical ionization-tandem mass spectrometric (LC-APCI-MS/MS) method.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Recommended concentrations for use are 0.1-1 mM.

Biochem/physiol Actions

Irreversible serine protease inhibitor. Inhibition constants are similar to those of PMSF and 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 has been used in cell culture in concentrations of up to 0.25 mM.

Other Notes

Potent and irreversible inhibitor of serine proteases; in contrast to PMSF, it is water soluble and non-toxic; Unaffected by albumin

Legal Information

Pefabloc is a registered trademark of Pentapharm

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

hazcat

Eye Irrit. 2 - Skin Irrit. 2

storage_class_code

8A - Combustible, corrosive hazardous materials

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Z B Salama
Acta biologica et medica Germanica, 39(4), 355-366 (1980-01-01)
New test systems using azocasein or double-labelled cytosol proteins from rat livers were developed to test the influence of a lot of possible effectors on lysosomal proteinases from rat liver. All as yet tested inhibitors of serine proteinases did not...
Determination of native oligomeric state and substrate specificity of rat NTPDase1 and NTPDase2 after heterologous expression in Xenopus oocytes
Failer UB, et al.
European Journal of Biochemistry, 270(8), 1802-1809 (2003)
Pefabloc, 4-[2-aminoethyl] benzenesulfonyl fluoride, is a new, potent nontoxic and irreversible inhibitor of PAF-degrading acetylhydrolase
Dentan C, et al.
Biochimica et Biophysica Acta, 1299(3), 353-357 (1996)
A trypsin-based bistable switch
Postma.J.GS, et al.
Tetrahedron (2017)
Simultaneous determination of ciclesonide and its active metabolite desisobutyryl-ciclesonide in human plasma by LC?APCI-MS/MS: Application to pharmacokinetic study in healthy Chinese volunteer
Su X-M, et al.
Journal of Pharmaceutical and Biomedical Analysis, 55(1), 230-235 (2011)

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