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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

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

Certificates of Analysis (COA)

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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
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
Greta Geldenhuys et al.
Journal of the science of food and agriculture, 96(1), 271-279 (2015-02-03)
Baseline research on the toughness of Egyptian goose meat is required. This study therefore investigates the post mortem pH and temperature decline (15 min-4 h 15 min post mortem) in the pectoralis muscle (breast portion) of this gamebird species. It
Pavel Kielkowski et al.
Nature communications, 11(1), 517-517 (2020-01-26)
Posttranslational modification (PTM) of proteins represents an important cellular mechanism for controlling diverse functions such as signalling, localisation or protein-protein interactions. AMPylation (also termed adenylylation) has recently been discovered as a prevalent PTM for regulating protein activity. In human cells
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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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