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C5429

Sigma-Aldrich

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

Synonym(s):

Z-RR-AMC

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About This Item

Empirical Formula (Hill Notation):
C30H39N9O6
CAS Number:
136132-67-7
Molecular Weight:
621.69
MDL number:
MFCD00133576
UNSPSC Code:
12352209
PubChem Substance ID:
24892784
NACRES:
NA.32

form

powder

Quality Level

200

impurities

~4% isopropanol

storage temp.

−20°C

SMILES string

Cl.CC1=CC(=O)Oc2cc(NC(=O)C(CCCNC(N)=N)NC(=O)C(CCCNC(N)=N)NC(=O)OCc3ccccc3)ccc12

InChI

1S/C30H39N9O6.ClH/c1-18-15-25(40)45-24-16-20(11-12-21(18)24)37-26(41)22(9-5-13-35-28(31)32)38-27(42)23(10-6-14-36-29(33)34)39-30(43)44-17-19-7-3-2-4-8-19;/h2-4,7-8,11-12,15-16,22-23H,5-6,9-10,13-14,17H2,1H3,(H,37,41)(H,38,42)(H,39,43)(H4,31,32,35)(H4,33,34,36);1H

InChI key

HLSNWWKWVKPXKI-UHFFFAOYSA-N

Gene Information

human ... CTSB(1508)
mouse ... CTSB(13030)
rat ... CTSB(64529)

Amino Acid Sequence

Z-Arg-Arg-AMC

Application

Z-Arg-Arg-7-amido-4-methylcoumarin hydrochloride has been used:
  • as a cathepsin B substrate in zymography analysis of protease in feces extract.
  • in cathepsin B activity assay.
  • as a fluorogenic peptide substrate to determine the matrix metalloproteinase enzyme activity.

Substrates

Fluorogenic substrate for cathepsin B.

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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Sigma-Aldrich

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Articles

Enzymatic Assay of Cathepsin B

This procedure applies to all products that have a specification for Cathepsin B activity determined by the liberation of 7-amino-4-methylcoumarin from Z-Arg-Arg 7-amido-4-methylcoumarin.

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