N-(3-Carboxypropanoyl)alanylphenylalanyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)lysinamide--acetic acid (1/1) is a multifunctional peptide derivative carrying aromatic, acidic, and chromophoric elements. Researchers probe its photophysical behavior and enzymatic susceptibility. The structure supports binding analysis and conformational profiling. Applications include protease research, ligand-design studies, and chromophore-peptide interaction modeling.
CAT No: R2357
CAS No:117756-27-1
Synonyms/Alias:N-(3-Carboxypropanoyl)alanylphenylalanyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)lysinamide--acetic acid (1/1);117756-27-1;DTXSID80657571;N-(3-Carboxypropanoyl)alanylphenylalanyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)lysinamide--acetic acid (1/1);DTXCID80608321;SEA75627;N-Succinyl-Ala-Phe-Lys 7-amido-4-methylcumarin -acetat (salz);
N-(3-Carboxypropanoyl)alanylphenylalanyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)lysinamide--acetic acid (1/1) is a sophisticated carbohydrate-based compound that integrates peptide and aromatic moieties, offering a unique structural framework for advanced research applications. This molecule is characterized by its conjugation of a modified lysinamide with a coumarin derivative, further appended with alanylphenylalanine and a carboxypropanoyl group. The presence of both hydrophilic and hydrophobic regions within its architecture lends it versatile physicochemical properties, making it especially suitable for studies involving molecular recognition, binding assays, and interaction profiling. The inclusion of acetic acid as a counterion further enhances its solubility profile, facilitating its incorporation into a broad range of experimental systems. Its distinctive design allows researchers to explore novel functionalities in the realms of carbohydrate chemistry, peptide science, and aromatic compound research.
Enzyme Substrate Specificity Studies: N-(3-Carboxypropanoyl)alanylphenylalanyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)lysinamide--acetic acid serves as a valuable tool in the investigation of enzyme-substrate interactions, particularly in the context of proteases and peptidases. The hybrid structure, featuring both peptide and aromatic segments, provides a model substrate for dissecting the specificity and catalytic mechanisms of enzymes that recognize peptide bonds adjacent to aromatic or carboxyl-containing side chains. By monitoring the cleavage or modification of this compound in enzymatic assays, researchers can gain insights into substrate preferences, active site architecture, and potential allosteric effects, thereby advancing fundamental understanding of enzymology and informing the design of enzyme inhibitors or activators.
Fluorescence-Based Detection Systems: The coumarin moiety embedded within this molecule imparts intrinsic fluorescent properties, making it an excellent candidate for the development of fluorescence-based detection platforms. Researchers can exploit the compound's fluorescence to monitor real-time biochemical reactions, track molecular interactions, or quantify target analytes in complex mixtures. Its adaptability to various assay formats, including microplate readers and fluorescence microscopy, enables high-sensitivity detection with minimal background interference. This utility is particularly advantageous in high-throughput screening, biosensor design, and kinetic analysis of molecular processes.
Molecular Recognition and Binding Assays: The combination of peptide and carbohydrate-like features in this compound enables it to function as a probe for studying molecular recognition events. Scientists can utilize it to investigate the binding affinities and selectivities of lectins, antibodies, or other carbohydrate-binding proteins. Its well-defined structure allows for systematic modifications, facilitating structure-activity relationship studies and the elucidation of key molecular determinants governing recognition. Such research contributes to the broader understanding of carbohydrate-protein interactions, which are central to numerous biological processes including cell signaling and immune response.
Chemical Biology and Probe Development: As a multifunctional scaffold, this compound is well-suited for chemical biology applications involving the development of molecular probes or affinity tags. The presence of reactive groups and a fluorescent aromatic system allows for the attachment of additional functional moieties or reporter groups, thereby expanding its utility in labeling, tracking, or isolating biomolecules of interest. Its compatibility with bioorthogonal chemistry techniques further supports its use in live-cell imaging, target identification, and mechanistic studies, providing a versatile platform for probing complex biological systems.
Peptide-Drug Conjugate Research: The hybrid nature of N-(3-Carboxypropanoyl)alanylphenylalanyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)lysinamide--acetic acid makes it a promising candidate for investigations in the field of peptide-drug conjugates. Researchers can use it as a model system to study the stability, transport, and release mechanisms of peptide-linked therapeutics, particularly those incorporating aromatic or coumarin-based drugs. Its structural features facilitate the exploration of linker chemistry, conjugation strategies, and the influence of molecular architecture on biological activity, ultimately contributing to the rational design of next-generation bioactive conjugates with improved selectivity and efficacy.
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