Skip to Content
Merck
CN

A6664

4-Amidinophenylmethanesulfonyl fluoride hydrochloride

serine protease inhibitor

Synonym(s):

4-Amidinobenzylsulfonyl fluoride hydrochloride, p-APMSF

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C8H9FN2O2S · HCl
CAS Number:
74938-88-8
Molecular Weight:
252.69
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
24891118
MDL number:
MFCD00078902
Beilstein/REAXYS Number:
9083148

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

4-Amidinophenylmethanesulfonyl fluoride hydrochloride, serine protease inhibitor

InChI

1S/C8H9FN2O2S.ClH/c9-14(12,13)5-6-1-3-7(4-2-6)8(10)11;/h1-4H,5H2,(H3,10,11);1H

SMILES string

Cl[H].NC(=N)c1ccc(CS(F)(=O)=O)cc1

InChI key

KHLLRHIUKOJXLL-UHFFFAOYSA-N

assay

≥97% (silver nitrate titration)

form

powder

mp

190-191 ºC

solubility

H2O: 50 mM (Stable when aliquoted at −20°C. Half-life = 6 minutes in pH 7.0 buffer systems.)

storage temp.

−20°C

Looking for similar products? Visit Product Comparison Guide

Application

4-Amidinophenylmethanesulfonyl fluoride hydrochloride has been used:
  • as a component of inhibitor cocktail for whole blood collection and separation of plasma
  • as a component of sodium dodecyl sulfate (SDS) sample buffer to prepare whole-cell extract
  • as a trypsin inhibitor to measure its inhibition efficiency and to determine the efficacy of the quantum dot fluorescence resonance energy transfer (FRET)-based enzymatic probes

Biochem/physiol Actions

4-Amidinophenylmethanesulfonyl fluoride hydrochloride (p-APMSF) can inhibit the trypsin-like proteinase produced by Fusarium culmorum. It is also capable of blocking bovine Factor Xa, human plasmin, and the human complement proteases, C1r and C1s.
Irreversible inhibitor of serine proteases with lysine or arginine substrate specificities. Effective concentration 10-100 μM.
Irreversible inhibitor of serine proteases with lysine or arginine substrate specificities. Effective concentration 10-100 μM. Frequently used to characterize newly discovered proteases.

General description

4-Amidinophenylmethanesulfonyl fluoride hydrochloride is relatively nontoxic.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000132972
0000132973
0000118978
0000118977
0000118397

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Anja I Pekkarinen et al.
Journal of agricultural and food chemistry, 50(13), 3849-3855 (2002-06-13)
The fungal disease Fusarium head blight occurs on wheat (Triticum spp.) and barley (Hordeum vulgare L.) and is one of the worldwide problems of agriculture. It can be caused by various Fusarium species. We are characterizing the proteinases of F.
R Laura et al.
Biochemistry, 19(21), 4859-4864 (1980-10-14)
p-(Amidinophenyl)methanesulfonyl fluoride (p-APMSF) has been synthesized and shown to be a specific, irreversible inhibitor of the class of plasma serine proteases which demonstrate substrate specificity for the positively charged side chains of the amino acid lysine or arginine. In equimolar
Lifang Shi et al.
Analytical chemistry, 79(1), 208-214 (2006-12-30)
The paper describes the development and characterization of analytical properties of quantum dot-based probes for enzymatic activity and for screening enzyme inhibitors. The luminescent probes are based on fluorescence resonance energy transfer (FRET) between luminescent quantum dots that serve as
Yoshihiro Hayashi et al.
Cancer discovery, 8(11), 1438-1457 (2018-08-25)
Myelodysplastic syndromes (MDS) are heterogeneous hematopoietic disorders that are incurable with conventional therapy. Their incidence is increasing with global population aging. Although many genetic, epigenetic, splicing, and metabolic aberrations have been identified in patients with MDS, their clinical features are
Lacramioara Ivanciu et al.
Blood, 124(11), 1705-1714 (2014-05-30)
The membrane-dependent interaction of factor Xa (FXa) with factor Va (FVa) forms prothrombinase and drives thrombin formation essential for hemostasis. Activated platelets are considered to provide the primary biological surface to support prothrombinase function. However, the question of how other
View All Related Papers

Related Content

Product Information Sheet - A6664

Product Information Sheet

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service