Bz-Val-Gly-Arg-AMC Trifluoroacetate combines a benzoylated peptide sequence with a fluorogenic coumarin analog to assess protease activity. Valine and arginine define hydrophobic and basic recognition elements. Researchers monitor fluorescence release to quantify enzymatic specificity. Uses include substrate profiling, kinetic assays, and mechanistic evaluation.
CAT No: R2552
CAS No:2237216-34-9
Synonyms/Alias:Bz-Val-Gly-Arg-AMC trifluoroacetate;201851-44-7;2237216-34-9;N-((S)-1-((2-(((S)-5-Guanidino-1-((4-methyl-2-oxo-2H-chromen-7-yl)amino)-1-oxopentan-2-yl)amino)-2-oxoethyl)amino)-3-methyl-1-oxobutan-2-yl)benzamide 2,2,2-trifluoroacetate;MFCD02259608;G90672;N-[(2S)-1-[[2-[[(2S)-5-(diaminomethylideneamino)-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-3-methyl-1-oxobutan-2-yl]benzamide;2,2,2-trifluoroacetic acid;
Bz-Val-Gly-Arg-AMC trifluoroacetate is a synthetic peptide substrate widely recognized for its utility in enzymology and biochemical research. Characterized by the presence of a benzyloxycarbonyl (Bz) group at the N-terminus and a 7-amino-4-methylcoumarin (AMC) fluorogenic group at the C-terminus, this compound is engineered to facilitate sensitive detection of proteolytic activity, particularly for serine proteases and related enzymes. Its design allows for rapid and quantitative analysis of enzymatic cleavage events, as the release of the AMC moiety upon hydrolysis generates a strong fluorescent signal. The trifluoroacetate salt form enhances its solubility and stability, making it suitable for diverse experimental setups and high-throughput screening protocols. As a result, Bz-Val-Gly-Arg-AMC trifluoroacetate has become an essential reagent in laboratories focused on protease characterization, inhibitor screening, and mechanistic enzymology.
Enzyme activity assays: Bz-Val-Gly-Arg-AMC trifluoroacetate serves as a premier substrate for the measurement of proteolytic activity, especially for trypsin-like serine proteases. Researchers utilize this compound in kinetic studies, where its specific peptide sequence is recognized and cleaved by target enzymes, resulting in the liberation of the AMC fluorophore. The fluorescence intensity correlates directly with enzyme activity, enabling precise quantification in real time. This application is invaluable for elucidating enzyme kinetics, substrate specificity, and catalytic efficiency under various experimental conditions.
Protease inhibitor screening: In drug discovery and biochemical research, the substrate is frequently employed to evaluate the inhibitory potential of candidate molecules against target proteases. By monitoring the decrease in AMC fluorescence in the presence of potential inhibitors, scientists can rapidly assess the potency and selectivity of these compounds. This approach streamlines the identification of lead molecules for therapeutic development and facilitates the optimization of inhibitor structures through structure-activity relationship studies.
Biochemical pathway elucidation: The use of Bz-Val-Gly-Arg-AMC trifluoroacetate extends to the investigation of proteolytic pathways and enzyme cascades in complex biological samples. By incorporating this substrate into cell lysates or tissue extracts, researchers can profile endogenous protease activities, map proteolytic events, and uncover regulatory mechanisms governing protein turnover and signal transduction. The sensitivity and specificity afforded by the fluorogenic readout enable detection of subtle changes in enzyme activity in response to physiological or experimental perturbations.
High-throughput screening platforms: AMC-based peptide substrates like Bz-Val-Gly-Arg-AMC trifluoroacetate are integral to automated screening platforms designed for large-scale compound libraries. The robust and reproducible fluorescence signal generated upon enzymatic cleavage allows for efficient miniaturization and parallelization of assays. This capability accelerates the discovery of novel protease modulators, supports functional genomics studies, and enhances the throughput of biochemical screening campaigns in academic and industrial settings.
Protease characterization and profiling: Scientists rely on this substrate to differentiate among protease isoforms and to characterize substrate preferences of newly identified or engineered enzymes. By systematically varying assay conditions and analyzing cleavage patterns, it is possible to delineate the substrate specificity landscape of target enzymes. This information is critical for understanding enzyme function, guiding protein engineering efforts, and informing the development of selective chemical probes.
In summary, Bz-Val-Gly-Arg-AMC trifluoroacetate stands out as a versatile and sensitive reagent for a multitude of applications in enzymology and biochemical research. Its unique structural features and fluorogenic properties empower researchers to conduct detailed enzyme activity assays, screen for potent inhibitors, dissect complex proteolytic pathways, implement high-throughput screening workflows, and perform comprehensive protease profiling. The compound's adaptability across various assay formats and biological contexts underscores its significance in advancing the frontiers of protease research and molecular biology.
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