C9521

Z-Phe-Arg 7-amido-4-methylcoumarin hydrochloride

kallikrein substrate, ≥95% (HPLC), powder

• Synonym(s): Z-Phe-Arg-AMC
• Empirical Formula (Hill Notation): C₃₃H₃₆N₆O₆ · HCl
• CAS Number: 70382-26-2
• Molecular Weight: 649.14
• MDL number: MFCD00077030
• UNSPSC Code: 12352204
• PubChem Substance ID: 24893165
• NACRES: NA.32

Properties

• Product Name: Z-Phe-Arg 7-amido-4-methylcoumarin hydrochloride, kallikrein substrate
• assay: ≥95% (HPLC)
• form: powder
• concentration: ≥95%
• solubility: methanol: 20 mg/mL, clear, colorless
• storage temp.: −20°C
• SMILES string: O=C(N[C@@H](CC1=CC=CC=C1)C(N[C@@H](CCCNC(N)=N)C(NC2=CC=C(C(C)=CC(O3)=O)C3=C2)=O)=O)OCC4=CC=CC=C4.[Cl]
• InChI: 1S/C33H36N6O6/c1-21-17-29(40)45-28-19-24(14-15-25(21)28)37-30(41)26(13-8-16-36-32(34)35)38-31(42)27(18-22-9-4-2-5-10-22)39-33(43)44-20-23-11-6-3-7-12-23/h2-7,9-12,14-15,17,19,26-27H,8,13,16,18,20H2,1H3,(H,37,41)(H,38,42)(H,39,43)(H4,34,35,36)
• InChI key: ZZGDDBWFXDMARY-UHFFFAOYSA-N

Description

General description

Z-Phe-Arg 7-amido-4-methylcoumarin (Z-FR-AMC) is a peptidomimetic substrate for papain[1]and other enzymes such as cathepsin K.[2] It is also a fluorogenic synthetic peptide for the enzymes cathepsins L and B.[3]

Application

Z-Phe-Arg 7-amido-4-methylcoumarin hydrochloride has been used:

• as a fluorogenic substrate in actinidin inhibition assay[4]
• as a kallikrein substrate[5]
• as a trypsin substrate for fluorometric assay[6]
• as a cathepsin-L substrate[7]

Biochem/physiol Actions

Z-Phe-Arg 7-amido-4-methylcoumarin (Z-FR-AMC) proteolytic lysis by proteases leads to the liberation of AMC resulting in increased fluorescence in the enzymatic reaction.[1]

Substrates

A fluorogenic substrate for plasma kallikrein.

Safety Information

• 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)