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 utilized in biochemical research for its fluorogenic properties. Structurally, it consists of a benzoyl-protected tripeptide—valine, glycine, and arginine—covalently linked to 7-amino-4-methylcoumarin (AMC), with the trifluoroacetate salt form enhancing solubility and handling. The presence of the AMC fluorophore is central to its function, as enzymatic cleavage at the arginine residue liberates AMC, resulting in a quantifiable fluorescence signal. This substrate is particularly significant in the study of protease activity, especially for serine proteases such as trypsin and related enzymes, making it an indispensable tool in enzymology, drug discovery, and high-throughput screening applications.
Enzyme activity assays: The peptide is extensively employed as a fluorogenic substrate in quantitative assays to measure the catalytic activity of serine proteases, notably trypsin-like enzymes. Upon enzymatic hydrolysis at the arginine residue, AMC is released and emits a strong fluorescent signal, allowing real-time monitoring of proteolytic activity. This enables researchers to precisely determine enzyme kinetics, substrate specificity, and inhibition profiles, supporting the characterization of both native and recombinant proteases in various biological samples.
Inhibitor screening: Bz-Val-Gly-Arg-AMC trifluoroacetate serves as a reliable substrate in high-throughput screening platforms for identifying and characterizing protease inhibitors. Its sensitivity and rapid fluorescent readout streamline the evaluation of compound libraries, facilitating the discovery of novel inhibitors and the optimization of lead compounds. The substrate's compatibility with microplate-based assays supports automation and scalability, which are critical for pharmaceutical and biotechnology research focused on protease-targeted drug development.
Protease specificity profiling: Researchers exploit this peptide to investigate the substrate preference and selectivity of serine proteases. By comparing enzymatic cleavage rates of Bz-Val-Gly-Arg-AMC with structurally related substrates, scientists can map protease recognition motifs and elucidate the molecular determinants of substrate binding. Such studies are essential for understanding protease function in physiological and pathological processes, as well as for engineering proteases with altered specificity.
Quality control in enzyme production: The substrate is routinely used in quality assurance protocols for the manufacturing and purification of proteolytic enzymes. Its robust and reproducible fluorescent response enables sensitive detection of residual protease activity in enzyme preparations, ensuring batch-to-batch consistency and functional integrity. This application is particularly relevant for suppliers and users of research-grade enzymes who require rigorous validation of enzymatic potency.
Biochemical education and method development: Owing to its clear fluorogenic response and straightforward assay design, Bz-Val-Gly-Arg-AMC derivatives are frequently introduced in academic and training laboratories to demonstrate principles of enzyme kinetics, substrate turnover, and inhibitor action. The substrate's utility extends to the development and optimization of new assay formats, including multiplexed and miniaturized platforms, supporting methodological advances in enzymology and analytical biochemistry.
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