156192-32-4
Chemical Structure
Z-Leu-Arg-AMC
- CAS No.: 156192-32-4
- Formula:C30H38N6O6
- Molecular Weight:578.66
IUPAC Name: benzyl ((S)-1-(((S)-5-guanidino-1-((4-methyl-2-oxo-2H-chromen-7-yl)amino)-1-oxopentan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)carbamate
InChIKey: XDHCDHWCFOQOCP-ZEQRLZLVSA-N
SMILES: CC(C1=CC=C(NC([C@H](CCCNC(N)=N)NC([C@H](CC(C)C)NC(OCC2=CC=CC=C2)=O)=O)=O)C=C1O3)=CC3=O
Biological Activity: Z-Leu-Arg-AMC is a fluorogenic peptide substrate for cysteine proteases (e.g., Cathepsin) (Ex=350 nm，Em=460 nm). Z-Leu-Arg-AMC is preferentially cleaved by Cathepsin K and S under weakly acidic conditions, while its hydrolysis relies on residual Cathepsin S activity at neutral pH. Z-Leu-Arg-AMC serves as a substrate for recombinant Sphenophorus levis Cathepsin L, falcipain-2, falcipain-3, berghepain-2, knowlepain-2, vivapain-2, as well as falcipain-2 chimeras and constructs. It enables quantitative detection of cysteine protease activity in human inflammatory bronchoalveolar lavage fluid via fluorescence generation. Z-Leu-Arg-AMC can be used in research related to pulmonary inflammatory diseases and malaria[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Z-Leu-Arg-AMC | 99.24% | Z-Leu-Arg-AMC is a fluorogenic peptide substrate for cysteine proteases (e.g., Cathepsin) (Ex=350 nm，Em=460 nm). Z-Leu-Arg-AMC is preferentially cleaved by Cathepsin K and S under weakly acidic conditions, while its hydrolysis relies on residual Cathepsin S activity at neutral pH. Z-Leu-Arg-AMC serves as a substrate for recombinant Sphenophorus levis Cathepsin L, falcipain-2, falcipain-3, berghepain-2, knowlepain-2, vivapain-2, as well as falcipain-2 chimeras and constructs. It enables quantitative detection of cysteine protease activity in human inflammatory bronchoalveolar lavage fluid via fluorescence generation. Z-Leu-Arg-AMC can be used in research related to pulmonary inflammatory diseases and malaria. | ||||||||||||||||||||
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References
- [1]. Serveau‐Avesque C, et al. Active cathepsins B, H, K, L and S in human inflammatory bronchoalveolar lavage fluids[J]. Biology of the Cell, 2006, 98(1): 15-22.
- [2]. Fonseca FP, et al. Recombinant expression, localization and in vitro inhibition of midgut cysteine peptidase (Sl-CathL) from sugarcane weevil, Sphenophorus levis. Insect Biochem Mol Biol. 2012;42(1):58-69. [Content Brief]
- [3]. Galibert M, et al. Substrate-derived triazolo- and azapeptides as inhibitors of cathepsins K and S. Eur J Med Chem. 2018;144:201-210. [Content Brief]
- [4]. Pandey KC, et al. Independent intramolecular mediators of folding, activity, and inhibition for the Plasmodium falciparum cysteine protease falcipain-2. J Biol Chem. 2004;279(5):3484-3491. [Content Brief]
