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C5429

Sigma-Aldrich

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

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Synonym(s):
Z-RR-AMC
Empirical Formula (Hill Notation):
C30H39N9O6
CAS Number:
Molecular Weight:
621.69
MDL number:
PubChem Substance ID:
NACRES:
NA.32

form

powder

Quality Level

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)

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M0938C8571C9521
vibrant-m

C8571

Cathepsin B from human liver

form

powder

form

solid

form

buffered aqueous solution

form

powder

Gene Information

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

Gene Information

human ... CTSD(1509), CTSE(1510)
mouse ... CTSD(13033), CTSE(13034)
rat ... CTSD(171293), CTSE(25424)

Gene Information

human ... CTSB(1508)

Gene Information

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−70°C

storage temp.

−20°C

impurities

~4% isopropanol

impurities

-

impurities

-

impurities

-

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Articles

Cathepsin B is a lysosomal cysteine proteinase with broad specificity. This protocol uses Nα–CBZ–Arg–Arg–7–amido–4–methylcoumarin as the substrate for fluorometric detection of Cathepsin B activity.

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