Boc-Val-Leu-Gly-Arg-pNA pairs a protected peptide sequence with a chromogenic leaving group for monitoring cleavage reactions. Valine, leucine, and glycine shape hydrophobic and flexible domains, influencing recognition by enzymes. Arginine contributes strong charge complementarity. Research uses include protease profiling, kinetic measurements, and synthetic method development.
CAT No: R2456
CAS No:68223-95-0
Synonyms/Alias:Boc-Val-Leu-Gly-Arg-pNA;68223-95-0;tert-butyl N-[(2S)-1-[[(2S)-1-[[2-[[(2S)-5-(diaminomethylideneamino)-1-(4-nitroanilino)-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]carbamate;Boc-Val-Leu-Gly-Arg-pNA acetate salt;SCHEMBL1925288;FB110715;tert-Butyl ((6S,12S,15S)-1,1-diamino-12-isobutyl-16-methyl-6-((4-nitrophenyl)carbamoyl)-8,11,14-trioxo-2,7,10,13-tetraazaheptadec-1-en-15-yl)carbamate;
Boc-Val-Leu-Gly-Arg-pNA is a synthetic peptide substrate widely recognized for its utility in biochemical and enzymatic studies, particularly those involving proteases. Featuring a well-defined sequence of amino acids—valine, leucine, glycine, and arginine—this compound is capped with a Boc (tert-butyloxycarbonyl) group at the N-terminus and a p-nitroanilide (pNA) chromogenic group at the C-terminus. The pNA moiety enables sensitive detection of enzymatic cleavage events through colorimetric assays, making the substrate highly valuable in laboratory research. Its defined structure and chromogenic properties allow for precise quantification and monitoring of proteolytic activity, supporting a range of experimental applications in molecular biology, enzymology, and pharmaceutical research.
Protease Activity Assays: Boc-Val-Leu-Gly-Arg-pNA serves as a prime substrate for analyzing serine protease activity, especially those enzymes exhibiting specificity for arginine at the P1 position. Upon enzymatic cleavage, the release of the p-nitroaniline group results in a measurable yellow color, enabling researchers to track reaction kinetics and enzyme efficiency in real time. This application is fundamental in characterizing new proteases, comparing activity across enzyme variants, and screening for inhibitors or activators in drug discovery workflows.
Enzyme Kinetics Studies: The peptide substrate is extensively employed in kinetic analyses to determine parameters such as Km and Vmax for target proteases. By providing a reliable and quantifiable chromogenic readout, it facilitates the detailed study of enzyme-substrate interactions and catalytic mechanisms. Researchers can use Boc-Val-Leu-Gly-Arg-pNA in microplate or cuvette-based assays to generate reproducible kinetic data, which is vital for understanding enzyme function, substrate specificity, and the effects of potential modulators.
High-Throughput Screening: In pharmaceutical and biotechnological research, the chromogenic properties of this substrate make it ideal for high-throughput screening (HTS) platforms. Its ability to produce a rapid and distinct color change upon cleavage allows for the efficient evaluation of large compound libraries for protease inhibitors or activators. This accelerates the early stages of drug development, supporting the identification of promising lead compounds for further optimization.
Enzyme Inhibitor Characterization: Boc-Val-Leu-Gly-Arg-pNA is frequently used to assess the potency and specificity of enzyme inhibitors. By measuring changes in substrate cleavage rates in the presence of candidate molecules, scientists can quantitatively evaluate inhibitor efficacy and selectivity. This application is particularly relevant in the development of therapeutic agents targeting proteolytic enzymes implicated in various physiological and pathological processes.
Biochemical Pathway Elucidation: The substrate's specificity for certain proteases enables its use in dissecting complex biochemical pathways involving proteolytic events. Researchers can utilize it to monitor protease activity in cell lysates, tissue extracts, or purified systems, thereby gaining insights into regulatory mechanisms and protein processing events. Such studies contribute to a deeper understanding of cellular signaling, protein turnover, and the roles of proteases in health and disease.
In summary, Boc-Val-Leu-Gly-Arg-pNA stands out as a versatile and robust tool in the exploration of protease activity, enzyme kinetics, high-throughput screening, inhibitor characterization, and pathway elucidation. Its unique combination of a defined peptide sequence and chromogenic detection system underpins its widespread adoption in academic and industrial research settings, supporting advancements in enzymology, drug discovery, and molecular biology.
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