06566
4-Amidinophenylmethanesulfonyl fluoride hydrochloride
≥97.0% (AT)
Synonym(s):
4-Amidinobenzylsulfonyl fluoride hydrochloride, p-APMSF
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About This Item
Empirical Formula (Hill Notation):
C8H9FN2O2S · HCl
CAS Number:
Molecular Weight:
252.69
PubChem Substance ID:
UNSPSC Code:
12352202
Beilstein/REAXYS Number:
9083148
MDL number:
biological source
synthetic
assay
≥97.0% (AT)
form
powder
mp
~205 °C (dec.)
storage temp.
−20°C
SMILES string
Cl[H].NC(=N)c1ccc(CS(F)(=O)=O)cc1
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
InChI key
KHLLRHIUKOJXLL-UHFFFAOYSA-N
Application
APMSF was used to study the glucagon-receptor interaction; inhibition of cAMP formation led to the conclusion that there was a previously unexpected serine residue in the active site which may operate on the receptor by a mechanism similar to serine proteases.
Biochem/physiol Actions
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.
Other Notes
An irreversible inhibitor of serine proteases
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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C G Unson et al.
Proceedings of the National Academy of Sciences of the United States of America, 91(2), 454-458 (1994-01-18)
Several glucagon analogs containing substitutions for serine have been synthesized to assess the role of the four serine residues in the hormone. The strategic importance of His1 has been confirmed, and we have previously identified an aspartic acid critical for
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
Jie Li et al.
Oncotarget, 5(4), 882-893 (2014-03-25)
Glioblastoma remains one of the deadliest of human cancers, with most patients succumbing to the disease within two years of diagnosis. The available data suggest that simultaneous inactivation of critical nodes within the glioblastoma molecular circuitry will be required for
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
Kazunori Suzuki et al.
The Journal of pharmacology and experimental therapeutics, 352(3), 471-479 (2014-12-20)
Phosphodiesterase 10A (PDE10A) is a cAMP/cGMP phosphodiesterase highly expressed in medium spiny neurons (MSNs) in the striatum. We evaluated the in vivo pharmacological profile of a potent and selective PDE10A inhibitor, TAK-063 (1-[2-fluoro-4-(1H-pyrazol-1-yl)phenyl]-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)-pyridazin-4(1H)-one). TAK-063 at 0.3 and 1 mg/kg p.o.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 283061-5G | 04061826236659 |
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