N-(3-Carboxypropionyl)Glycylglycyl-N-(p-Nitrophenyl)-3-Phenyl-L-Alaninamide integrates a dipeptidyl spacer with a chromogenic p-nitrophenyl amide for monitoring hydrolysis. The phenylalanine moiety tunes hydrophobic recognition by peptidases. Researchers detect cleavage via release of the nitrophenyl reporter, enabling detailed kinetic analysis. Applications include protease profiling, inhibitor evaluation, and catalytic-mechanism studies.
CAT No: R2356
CAS No:68982-90-1
Synonyms/Alias:N-(3-Carboxypropionyl)glycylglycyl-N-(p-nitrophenyl)-3-phenyl-L-alaninamide;68982-90-1;Suc-Gly-Gly-Phe-Pna;N-Succinyl-Gly-Gly-Phe-p-nitroanilide;N-(3-Carboxypropionyl)glycylglycyl-N-(p-nitrophenyl)-3-phenyl-L-alaninamide;SucGly2Phe-4-nitroanilide;N-Suc-Gly-Phe-4-nitroanilide;EINECS 273-486-7;4-[[2-[[2-[[(2S)-1-(4-nitroanilino)-1-oxo-3-phenylpropan-2-yl]amino]-2-oxoethyl]amino]-2-oxoethyl]amino]-4-oxobutanoic acid;N-Succinylglycyl-phenylalanine-4-nitroanilide;L-Phenylalaninamide, N-(3-carboxy-1-oxopropyl)glycylglycyl-N-(4-nitrophenyl)-;N-(3-Carboxy-1-oxopropyl)glycylglycyl-N-(4-nitrophenyl)-L-phenylalaninamide;(S)-4-((2-((2-((1-((4-Nitrophenyl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-2-oxoethyl)amino)-2-oxoethyl)amino)-4-oxobutanoic Acid; Chymotrypsin Substrate I, Colorimetric;MFCD00038721;CFYIUBWVKZQDOG-SFHVURJKSA-N;Chymotrypsin substrate i,colorimetric;FS110740;PD166953;HY-137186;NS00063667;H20664;(S)-4-(2-(2-(1-(4-nitrophenylamino)-1-oxo-3-phenylpropan-2-ylamino)-2-oxoethylamino)-2-oxoethylamino)-4-oxobutanoic acid;
N-(3-Carboxypropionyl)glycylglycyl-N-(p-nitrophenyl)-3-phenyl-L-alaninamide is a sophisticated carbohydrate-based compound engineered to support advanced biochemical and molecular research. As an intricately structured molecule, it features specific functional groups that make it highly valuable for a range of laboratory applications, especially in the fields of enzymology, peptide chemistry, and substrate specificity studies. The presence of both carboxypropionyl and p-nitrophenyl moieties, along with its peptide backbone, enables this compound to participate in diverse biochemical reactions, offering versatility for researchers seeking precise tools for mechanistic investigations. Its design allows for the monitoring of enzymatic activity and the study of substrate-enzyme interactions, making it a critical reagent in research settings where accuracy and sensitivity are paramount.
Enzyme Substrate Analysis: N-(3-Carboxypropionyl)glycylglycyl-N-(p-nitrophenyl)-3-phenyl-L-alaninamide is frequently employed as a chromogenic substrate in enzyme assays, particularly for proteases and peptidases. The p-nitrophenyl group acts as a reporter, releasing a detectable chromophore upon enzymatic cleavage. This feature allows researchers to quantitatively assess enzyme kinetics and substrate specificity, facilitating the discovery of novel enzyme inhibitors or activators. By providing a reliable means to monitor enzyme activity in real-time, this compound supports the elucidation of complex catalytic mechanisms and aids in the characterization of newly isolated enzymes from various biological sources.
Peptidomimetic Design: As a structurally defined molecule, this carbohydrate compound serves as a valuable template in the development of peptidomimetics. Its peptide-like backbone, combined with non-natural functional groups, provides insight into the structural requirements for biological activity and molecular recognition. Scientists utilize it to probe the influence of specific side chains and functional modifications on peptide stability, receptor binding, and biological efficacy. This approach accelerates the rational design of novel peptidomimetic compounds for research in molecular biology, signal transduction, and protein-protein interaction studies.
Biochemical Pathway Elucidation: Researchers leverage N-(3-Carboxypropionyl)glycylglycyl-N-(p-nitrophenyl)-3-phenyl-L-alaninamide to dissect and map metabolic pathways involving peptide and carbohydrate metabolism. Its unique structure enables selective interactions with enzymes and transporters, serving as a molecular probe to trace biochemical conversions and intermediate formation. The compound's ability to participate in specific enzymatic reactions makes it a powerful tool for studying the regulation and flux of metabolic networks, thereby advancing our understanding of cellular physiology and metabolic disorders at the molecular level.
Analytical Method Development: The distinct chemical features of this carbohydrate compound make it an ideal standard or probe in analytical chemistry. Laboratories incorporate it into the validation of chromatographic and spectrophotometric methods, ensuring accurate detection and quantification of peptides and related biomolecules. Its well-characterized absorbance properties and predictable behavior under various analytical conditions assist in optimizing protocols for sample preparation, separation, and detection. This contributes to the development of robust, reproducible analytical techniques essential for high-throughput screening and quality control in research and industrial settings.
Structural Biology Research: In structural biology, N-(3-Carboxypropionyl)glycylglycyl-N-(p-nitrophenyl)-3-phenyl-L-alaninamide is utilized to investigate the three-dimensional architecture of enzyme-substrate complexes. By acting as a model ligand, it enables crystallographers and spectroscopists to visualize binding interactions at atomic resolution. This facilitates the identification of key residues involved in substrate recognition and catalysis, guiding mutational studies and the engineering of enzymes with tailored properties. The compound's application in structural studies thus contributes to a deeper mechanistic understanding of protein function and molecular evolution, supporting advancements in both basic and applied biosciences.
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