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Merck

P9273

Sigma-Aldrich

Pro-Phe-Arg-7-amido-4-methylcoumarin

≥95%

Sinónimos:

PFR-Nmec

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About This Item

Fórmula empírica (notación de Hill):
C30H37N7O5 · C2H4O2
Número de CAS:
Peso molecular:
635.71
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥95%

form

powder

composition

Peptide content, ≥65%

solubility

methanol: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

NC(NCCC[C@@H](C(NC1=CC=C(C(C)=CC(O2)=O)C2=C1)=O)NC([C@H](CC3=CC=CC=C3)NC(C4NCCC4)=O)=O)=N.CC([O-])=O

InChI

1S/C30H37N7O5.ClH/c1-18-15-26(38)42-25-17-20(11-12-21(18)25)35-28(40)23(10-6-14-34-30(31)32)36-29(41)24(16-19-7-3-2-4-8-19)37-27(39)22-9-5-13-33-22;/h2-4,7-8,11-12,15,17,22-24,33H,5-6,9-10,13-14,16H2,1H3,(H,35,40)(H,36,41)(H,37,39)(H4,31,32,34);1H

InChI key

QYFPUTDFLKFOBA-UHFFFAOYSA-N

Application

Pro-Phe-Arg-7-amido-4-methylcoumarin has been used as fluorogenic substrate:
  • in kinetic experiments to measure the enzymatic activity of factor XII
  • to measure the activity of generated plasma kallikrein using Spectramax plate reader
  • to determine the cathepsin A (CatA) inhibitor selectivity against various proteases using Tecan Safire 2 plate reader

Substrates

A fluorogenic substrate for pancreatic and urinary kallikreins.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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S Paul et al.
Journal of immunology (Baltimore, Md. : 1950), 159(3), 1530-1536 (1997-08-01)
Polyreactive and thyroglobulin (Tg)-directed proteolytic activities present in the serum IgG of healthy controls and patients with autoimmune disease were studied by electrophoretic separation of 125I-labeled Tg reaction products and spectrofluorometric measurement of Pro-Phe-Arg-methylcoumarinamide cleavage at the Arg-methylcoumarinamide bond. A
K Uchida et al.
Biochimica et biophysica acta, 614(2), 501-510 (1980-08-07)
Kallikrein (EC 3.4.21.8) was purified from rat stomach by column chromatography on p-aminobenzamidine-Sepharose, DEAE-Sephadex A-50 and Sephadex G-150 and by isoelectric focusing, measuring its activities to hydrolyse L-prolyl-L-phenylalanyl-L-arginine-4-methyl-coumaryl-7-amide and to release kinin from heat-treated rat plasma. the purified stomach kallikrein
Y Kitamura et al.
Biochimica et biophysica acta, 1387(1-2), 153-164 (1998-09-28)
The culture medium in which prehatching embryos of the frog, Rana pirica, were cultured (hatching medium) solubilized the vitelline coat (VC) of unfertilized eggs and contained molecules reactive to antibodies (anti-UVS.2) against the Xenopus hatching enzyme (HE). The hydrolyzing activity
Sven Ruf et al.
Journal of medicinal chemistry, 55(17), 7636-7649 (2012-08-07)
Cathepsin A (CatA) is a serine carboxypeptidase distributed between lysosomes, cell membrane, and extracellular space. Several peptide hormones including bradykinin and angiotensin I have been described as substrates. Therefore, the inhibition of CatA has the potential for beneficial effects in
K Matsuura et al.
Applied biochemistry and biotechnology, 83(1-3), 107-113 (2000-05-29)
Polyclonal Immunoglobulin (Ig) G from patients with rheumatoid arthritis (RA) and healthy subjects hydrolyzed carbobenzoxy-Val-Gly-Arg p-nitroanilide and D-Pro-Phe-Arg p-nitroanilide. RA IgG exhibited higher activity against the former substrate, but not the latter. On the other hand, RA IgG showed reduced

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