MC-VC-PAB-NH2 incorporates a maleimide-capable moiety, a Val-Cit protease-cleavable linker, and a para-aminobenzyl self-immolative spacer. The construct is frequently evaluated as a modular unit in conjugate and prodrug design. Researchers quantify cleavage kinetics and payload-release profiles in enzymatic systems. Applications include linker-technology optimization, targeted-delivery modeling, and protease-mechanism studies.
CAT No: R2710
CAS No:1616727-20-8
Synonyms/Alias:MC-VC-PAB-NH2;1616727-20-8;SCHEMBL15868007;{4-[(2S)-5-(carbamoylamino)-2-[(2S)-2-[6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanamido]-3-methylbutanamido]pentanamido]phenyl}methyl N-(2-aminoethyl)carbamate;AKOS040756930;[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;DA-55296;HY-136132;CS-0119676;
MC-VC-Pab-NH2 is a sophisticated carbohydrate-based linker widely utilized in the development of targeted bioconjugates, especially within the field of advanced drug delivery research. Featuring a valine-citrulline (VC) dipeptide as a cleavable motif and a para-aminobenzyl (Pab) self-immolative spacer, this compound is designed to facilitate the controlled release of payloads under specific enzymatic conditions. The terminal amide group (NH2) further enhances its conjugation versatility, making MC-VC-Pab-NH2 an essential component for researchers seeking to optimize the stability and release profiles of their molecular constructs. Its unique chemical structure enables selective cleavage by cathepsin enzymes, a property that has driven its adoption in various innovative applications beyond traditional carbohydrate chemistry.
Antibody-Drug Conjugate (ADC) Research: MC-VC-Pab-NH2 plays a pivotal role in the synthesis of antibody-drug conjugates, where its cleavable linker technology is harnessed to attach cytotoxic agents to antibodies. Upon internalization by target cells, the VC dipeptide is specifically cleaved by lysosomal cathepsins, triggering the self-immolation of the Pab spacer and thus releasing the active drug. This mechanism allows for precise intracellular delivery, minimizing off-target effects and maximizing therapeutic efficacy in preclinical models. The linker's design has become a benchmark for evaluating new ADC platforms in terms of stability, payload release, and overall conjugate performance.
Targeted Prodrug Development: In the realm of prodrug design, the VC-Pab-NH2 linker is employed to mask the activity of pharmacologically active compounds until they reach their intended site of action. By exploiting enzyme-triggered cleavage, prodrugs incorporating this linker remain inert in systemic circulation but become activated in environments rich in cathepsin activity, such as certain pathological tissues. This targeted activation strategy enhances the selectivity and safety profile of experimental therapeutics, providing a valuable tool for researchers aiming to reduce systemic toxicity and improve drug localization.
Enzyme-Responsive Nanocarrier Engineering: The unique enzymatic sensitivity of MC-VC-Pab-NH2 makes it a preferred choice for constructing enzyme-responsive nanocarriers. By integrating this linker into the backbone of polymeric or lipid-based nanoparticles, researchers can achieve controlled payload release in response to specific biological cues. Such smart delivery systems are under investigation for their ability to enhance the accumulation and release of therapeutic agents in targeted cells or tissues, offering a promising approach to overcoming biological barriers and improving delivery efficiency in experimental settings.
Bioconjugation and Labeling Strategies: The amide-functionalized Pab linker is also leveraged in bioconjugation protocols for attaching a variety of molecular entities, including fluorescent dyes, peptides, or imaging agents, to biomolecules or surfaces. Its predictable cleavage and self-immolative properties support the design of responsive probes and tracers that are activated only upon enzymatic processing. This application has advanced the development of sensitive detection methods and imaging techniques in biological research, where spatial and temporal control over signal generation is crucial for accurate analysis.
Chemical Biology Tool Development: Within chemical biology, MC-VC-Pab-NH2 serves as a modular scaffold for the creation of enzyme-activated chemical probes and functionalized biomaterials. Its ability to undergo controlled cleavage enables the study of protease activity, cellular uptake mechanisms, and intracellular trafficking pathways. Researchers utilize this linker to design experiments that probe dynamic biological processes, dissect signal transduction cascades, or validate new enzyme targets, thereby deepening our understanding of complex biological systems and facilitating the discovery of novel intervention points.
Peptide-Drug Conjugate (PDC) Construction: The linker's compatibility with peptide chemistry has led to its adoption in the assembly of peptide-drug conjugates, where selective release of therapeutic or diagnostic payloads is required. By incorporating the VC-Pab-NH2 motif into peptide scaffolds, scientists can engineer conjugates that respond to specific enzymatic triggers, offering a versatile platform for targeted delivery and controlled activation in experimental therapeutics and molecular imaging research. The broad applicability and robust performance of MC-VC-Pab-NH2 continue to drive innovation across multiple disciplines, cementing its status as a valuable tool in the design of next-generation bioconjugates and responsive delivery systems.
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