Merck
All Photos(1)

C5429

Sigma-Aldrich

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

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)

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

13 - Non 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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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PloS one, 11(1), e0145275-e0145275 (2016-01-07)
Climate change will bring more drought periods that will have an impact on the irrigation practices of some crops like tomato, from standard water regime to deficit irrigation. This will promote changes in plant metabolism and alter their interactions with
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Frontiers in physiology, 7, 53-53 (2016-03-05)
Tyrophagus putrescentiae (Schrank, 1781) is an emerging source of allergens in stored products and homes. Feces proteases are the major allergens of astigmatid mites (Acari: Acaridida). In addition, the mites are carriers of microorganisms and microbial adjuvant compounds that stimulate
High pressure effects on the activities of cathepsins B and D of mackerel and horse mackerel muscle
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Mycobacterium tuberculosis is a global health problem in part as a result of extensive cytotoxicity caused by the infection. Here, we show how M. tuberculosis causes caspase-1/NLRP3/gasdermin D-mediated pyroptosis of human monocytes and macrophages. A type VII secretion system (ESX-1)

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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