MM-401

N-[(3R,6S,9S,12R)-9-[3-(diaminomethylideneamino)propyl]-6-ethyl-12-methyl-2,5,8,11-tetraoxo-3-phenyl-1,4,7,10-tetrazacyclohexadec-12-yl]-2-methylpropanamide is a structurally sophisticated peptide derivative that features a unique combination of guanidino and cyclic peptide motifs, offering enhanced molecular recognition capabilities and versatile chemical reactivity. The compound's intricate macrocyclic framework, combined with its functionalized side chains, enables selective binding interactions and potential for conjugation, making it a valuable tool in advanced biochemical and molecular research. Its amphipathic properties and conformational rigidity facilitate its integration into various experimental systems, supporting both structural and functional studies. The presence of multiple reactive sites allows for tailored modifications, broadening its applicability across a range of scientific disciplines.

Peptide-protein interaction studies: N-[(3R,6S,9S,12R)-9-[3-(diaminomethylideneamino)propyl]-6-ethyl-12-methyl-2,5,8,11-tetraoxo-3-phenyl-1,4,7,10-tetrazacyclohexadec-12-yl]-2-methylpropanamide serves as an effective probe in elucidating the mechanisms of peptide-protein interactions. Its cyclic structure and functionalized side chains mimic natural binding motifs, allowing researchers to investigate affinity, specificity, and conformational dynamics within protein complexes. By incorporating this compound into binding assays or surface plasmon resonance experiments, scientists can dissect the molecular determinants of recognition and map critical interaction interfaces, thus advancing the understanding of protein function and regulation.

Enzyme substrate and inhibitor design: The compound's macrocyclic backbone and guanidino functionality render it a promising scaffold for the development of enzyme substrates or inhibitors. Its structural resemblance to biologically active peptides enables it to interact with enzyme active sites, either as a competitive substrate or as a modulator of enzymatic activity. Researchers utilize this molecule to screen for enzyme specificity, optimize catalytic efficiency, or design selective inhibitors that can dissect metabolic pathways, supporting the rational development of novel biochemical tools.

Cell-penetrating peptide research: Owing to its amphipathic nature and the presence of the guanidino group, this peptide derivative is explored as a cell-penetrating moiety for intracellular delivery of biomolecules. Its ability to traverse cellular membranes without significant cytotoxicity makes it a candidate for transporting nucleic acids, proteins, or small molecules into cells. Scientists employ it in conjugation strategies to enhance the uptake of therapeutic cargos in cell-based assays, shedding light on the mechanisms of membrane translocation and intracellular trafficking.

Structural biology and NMR studies: The conformationally constrained nature of N-[(3R,6S,9S,12R)-9-[3-(diaminomethylideneamino)propyl]-6-ethyl-12-methyl-2,5,8,11-tetraoxo-3-phenyl-1,4,7,10-tetrazacyclohexadec-12-yl]-2-methylpropanamide makes it an excellent model for structural biology investigations. Its stable macrocyclic ring system facilitates detailed NMR analyses, enabling high-resolution elucidation of peptide folding, backbone dynamics, and side chain orientations. Researchers leverage this compound to benchmark computational modeling approaches and to study the impact of specific modifications on peptide conformation and stability.

Drug delivery system development: The unique chemical architecture of this macrocyclic peptide supports its use in the design of advanced drug delivery systems. By exploiting its functional groups for conjugation, scientists can engineer targeted delivery vehicles that improve the bioavailability and cellular uptake of therapeutic agents. Its inherent stability and membrane-interacting properties are harnessed to develop nanoparticles, liposomes, or peptide-drug conjugates that achieve controlled release and enhanced targeting in preclinical research models, thus contributing to the advancement of innovative delivery platforms.

Analytical method standardization: In addition to its roles in molecular and cellular research, N-[(3R,6S,9S,12R)-9-[3-(diaminomethylideneamino)propyl]-6-ethyl-12-methyl-2,5,8,11-tetraoxo-3-phenyl-1,4,7,10-tetrazacyclohexadec-12-yl]-2-methylpropanamide is employed as a reference standard or calibration compound in analytical chemistry. Its well-defined structure and chemical stability facilitate its use in mass spectrometry, HPLC, and capillary electrophoresis method development, allowing for accurate quantitation, method validation, and quality control in peptide analysis workflows. By providing reliable benchmarks, this compound supports the reproducibility and accuracy of analytical techniques essential to peptide research and development.

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