MC-VC-PAB-NH2 TFA incorporates a modular cleavable linker system frequently evaluated in controlled-release and protease-cleavage studies. Val-Cit and PAB components shape enzymatic specificity. Researchers analyze its stability, solubility, and kinetic behavior. Applications include prodrug-linker research, reaction monitoring, and controlled-delivery modeling.
CAT No: R2697
CAS No:1616727-21-9
Synonyms/Alias:MC-VC-PAB-NH2 TFA;1616727-21-9;MC-VC-PAB-NH2 (TFA);EX-A8193E;HY-136132A;DA-55297;CS-0311313;[4-[[(2S)-5-(carbamoylamino)-2-[[(2S)-2-[6-(2,5-dioxopyrrol-1-yl)hexanoylamino]-3-methylbutanoyl]amino]pentanoyl]amino]phenyl]methyl N-(2-aminoethyl)carbamate;2,2,2-trifluoroacetic acid;L-Ornithinamide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aminocarbonyl)-N-[4-[[[[(2-aminoethyl)amino]carbonyl]oxy]methyl]phenyl]-, 2,2,2-trifluoroacetate (1:1);
MC-VC-Pab-NH2 tfa is a specialized carbohydrate-based linker widely utilized in bioconjugation and targeted delivery research. Characterized by its unique chemical architecture, this compound integrates a maleimidocaproyl (MC) group, a valine-citrulline (VC) dipeptide, and a para-aminobenzyl (Pab) spacer, capped with an amide terminus and provided as a trifluoroacetate salt. The modular design of MC-VC-Pab-NH2 tfa allows for precise and stable attachment to various biomolecules, enabling controlled release mechanisms in response to specific enzymatic triggers. Its versatility and reliable performance have made it a popular choice in the development of advanced delivery systems and molecular probes, especially where selective cleavage and efficient payload release are critical. Researchers value its robust chemical stability under physiological conditions and its ability to facilitate the synthesis of complex bioconjugates with high reproducibility.
Antibody-Drug Conjugate (ADC) Construction: In the field of targeted therapeutics, MC-VC-Pab-NH2 tfa serves as a pivotal linker for the assembly of antibody-drug conjugates. By coupling its maleimide group to thiol-containing antibodies and its amide or carboxylate to cytotoxic agents, the linker enables site-specific conjugation and controlled drug release. The valine-citrulline dipeptide is engineered to be cleaved by cathepsin B, an enzyme prevalent in lysosomal compartments, ensuring that the attached payload is released preferentially within target cells. This selective enzymatic cleavage is crucial for minimizing off-target effects and maximizing therapeutic efficacy in preclinical research models.
Peptide-Protein Conjugation: The modular structure of this linker also supports its application in peptide-protein conjugation, where it acts as a bridge between peptides and larger protein scaffolds. By exploiting the orthogonal reactivity of the MC and Pab groups, scientists can achieve stable and site-specific attachment of peptides to proteins, enhancing the functional diversity of bioconjugates. This approach is particularly valuable for creating multifunctional biomolecules used in diagnostic assays, biosensor platforms, and molecular imaging, where precise spatial arrangement and controlled release of functional elements are essential.
Polymer-Drug Delivery Systems: In the development of polymer-based drug delivery vehicles, MC-VC-Pab-NH2 tfa is frequently employed as a cleavable linker to attach therapeutic agents to polymer backbones. Its enzymatically labile VC-Pab segment ensures that drugs are released only upon exposure to specific intracellular environments, reducing premature release and improving the pharmacokinetic profile of the delivery system. This strategy is especially relevant for designing stimuli-responsive nanocarriers and hydrogels, which require predictable and tunable drug release kinetics for optimal performance in research settings.
Fluorescent Probe Development: The flexible chemistry of this linker allows for its integration into fluorescent probes and imaging agents. By connecting fluorophores to targeting ligands via the MC-VC-Pab-NH2 tfa linker, researchers can create probes that are activated only in the presence of certain enzymes, such as cathepsin B. This enzyme-sensitive activation provides a powerful tool for studying cellular processes, monitoring enzyme activity, and visualizing biomolecular interactions in live-cell imaging experiments. The modularity of the linker ensures that a wide range of reporter molecules can be incorporated, expanding its utility in chemical biology and analytical research.
Targeted Nanoparticle Functionalization: For the engineering of targeted nanoparticles, MC-VC-Pab-NH2 tfa is used to anchor targeting moieties or therapeutic cargos onto nanoparticle surfaces. Its bifunctional nature enables the simultaneous attachment of both recognition elements and payloads, while the enzyme-cleavable VC-Pab spacer ensures controlled release within specific cellular compartments. This approach enhances the specificity and efficacy of nanoparticle-based delivery systems, facilitating the development of advanced nanomedicines and research tools for studying targeted delivery and intracellular trafficking mechanisms. The ability to fine-tune the release profile and targeting capabilities makes this linker a valuable asset in the design of next-generation nanocarriers for biomedical research.
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