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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
Pricing and availability is not currently available.

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.[1]
  • in cathepsin B activity assay.[2]
  • as a fluorogenic peptide substrate to determine the matrix metalloproteinase enzyme activity.[3]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL5191
BCCJ3382
BCCF1094
BCCD5361
BCBV9324

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Protective outcomes of low-dose doxycycline on renal function of Wistar rats subjected to acute ischemia/reperfusion injury
Cortes A L, et al.
Biochimica et Biophysica Acta (BBA)-Molecular Basis of Disease, 1864(1), 102-114 (2018)
Miguel G Ximénez-Embún et al.
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
Tomas Erban et al.
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
Kai S Beckwith et al.
Nature communications, 11(1), 2270-2270 (2020-05-10)
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)
High pressure effects on the activities of cathepsins B and D of mackerel and horse mackerel muscle
Fidalgo L G
Czech Journal of Food Sciences, 7, 53-53 (2014)
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Articles

Enzymatic Assay of Cathepsin B

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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