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P9273

Sigma-Aldrich

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

≥95%

Synonym(s):

PFR-Nmec

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25 MG
$1,060.00

$1,060.00

Available to ship onApril 29, 2025Details

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25 MG
$1,060.00

About This Item

Empirical Formula (Hill Notation):
C30H37N7O5 · C2H4O2
CAS Number:
65147-21-9
Molecular Weight:
635.71
UNSPSC Code:
12352204
PubChem Substance ID:
24899025
NACRES:
NA.32

$1,060.00

Available to ship onApril 29, 2025Details

Quality Level

200

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[1]
  • to measure the activity of generated plasma kallikrein using Spectramax plate reader[2]
  • to determine the cathepsin A (CatA) inhibitor selectivity against various proteases using Tecan Safire 2 plate reader[3]

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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Certificates of Analysis (COA)

Lot/Batch Number
0000436882
0000436882
0000327353
SLCQ8829
SLCR5652

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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
M Hirado et al.
Advances in experimental medicine and biology, 156, 469-479 (1983-01-01)
For the simple purification of porcine pancreas kallikrein, various affinity chromatographies using L-prolyl-L-phenylalanyl-L-arginine (Pro-Phe-Arg-OH), tosyl-L-arginine (Tos-Arg-OH) and acetyl-L-phenylalanyl-L-arginine (Ac-Phe-Arg-OH) as ligands were examined. The purification was performed as follows using the extract from acetone powder of porcine pancreas as starting
E Nedonchelle et al.
Applied biochemistry and biotechnology, 83(1-3), 287-294 (2000-05-29)
Catalytic autoimmune antibodies from the sera of lupus patients were purified using histidyl-aminohexyl-Sepharose gel and compared with the antibodies purified with protein A and protein G affinity chromatography. The IgG preparations from the histidine affinity column had a much higher
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
Yung Chyung et al.
Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology, 113(4), 460-466 (2014-07-02)
DX-2930 is a human monoclonal antibody inhibitor of plasma kallikrein under investigation for long-term prophylaxis of hereditary angioedema. To assess the safety, tolerability, pharmacokinetics, and pharmacodynamics of DX-2930 in healthy subjects. A single-center, double-blinded study was performed in 32 healthy
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