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C9521 Sigma-Aldrich

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

kallikrein substrate

  • CAS Number 70382-26-2

  • Empirical Formula (Hill Notation) C33H36N6O6 · HCl

  • Molecular Weight 649.14

  •  MDL number MFCD00077030

  •  PubChem Substance ID 24893165

  •  NACRES NA.32

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Properties

Related Categories Biochemicals and Reagents, Cell Biology, Cell Signaling and Neuroscience, Enzyme Substrates, Enzymes, Inhibitors, and Substrates,
Quality Level   100
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 papainand other enzymes such as cathepsin K. It is also a fluorogenic synthetic peptide for the enzymes cathepsins L and B.

Application

Z-Phe-Arg 7-amido-4-methylcoumarin hydrochloride has been used:
• as a fluorogenic substrate in actinidin inhibition assay
• as a kallikrein substrate
• as a trypsin substrate for fluorometric assay
• as a cathepsin-L substrate

Packaging

100 mg in glass bottle

25 mg in glass insert

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.

Substrates

A fluorogenic substrate for plasma kallikrein.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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