76307
Pefabloc® SC
Synonym(s):
4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride, AEBSF
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About This Item
Empirical Formula (Hill Notation):
C8H10FNO2S · HCl
CAS Number:
Molecular Weight:
239.69
Beilstein:
7604627
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
Assay
≥95.0% (HPLC)
Quality Level
form
powder or crystals
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
application(s)
forensics and toxicology
pharmaceutical (small molecule)
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 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.
Pefabloc® SC is a trypsin inhibitor, which can be used in the synthesis of its arginine-like analogue, 4-(2-guanidinoethyl)benzenesulfonyl fluoride.
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.
Recommended concentrations for use are 0.1-1 mM.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
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.
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
Signal Word
Danger
Hazard Statements
Precautionary Statements
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
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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)
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)
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
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