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P9273

Sigma-Aldrich

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

≥95%

Synonym(s):

PFR-Nmec

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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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
L Li et al.
Clinical and experimental immunology, 120(2), 261-266 (2000-05-03)
Chemical catalysis, an effector mechanism utilized by fully assembled antibodies, can also be mediated by the isolated antibody subunits. Because trace amounts of free light chains (L chains) are present in IgG preparations, a detailed study was undertaken to identify
H Kato et al.
Journal of biochemistry, 87(4), 1127-1132 (1980-04-01)
Kallikrein in human urine was measured using a fluorogenic peptide substrate, proly-phenyl-alanyl-arginine-4-methylcoumaryl-7-amide (Pro-Phe-Arg-MCA). Using 20 microliters of normal urine, kallikrein activity was quantitatively assayed by incubation with a final concentration of 10(-4) M Pro-Phe-Arg-MCA at 37 degrees C for 90
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