2,5-Dioxopyrrolidin-1-yl 4-((2-(1,3-Dioxoisoindolin-2-Yl)ethyl)disulfanyl)butanoate - CAS 1190203-91-8 Catalog number: BADC-00526

One key application of 2,5-Dioxopyrrolidin-1-yl 4-((2-(1,3-Dioxoisoindolin-2-Yl)ethyl)disulfanyl)butanoate is in the field of bioconjugation. This compound is used to link proteins, peptides, or antibodies to various surfaces, enhancing their functionality for research or therapeutic purposes. The two reactive groups in the molecule, the N-hydroxysuccinimide (NHS) ester and the maleimide ring, allow for selective conjugation to amine and thiol groups, respectively. This provides a versatile tool for creating complex biomolecular assemblies, which can be utilized in diagnostic assays, targeted drug delivery systems, and biotechnological applications.

Another crucial application is in the development of drug delivery systems, specifically in the construction of prodrugs. The disulfide bridge in the molecule is responsive to reductive environments, which is a characteristic feature of intracellular milieus. By linking cytotoxic agents to targeting molecules via this bridge, the conjugate remains stable in circulation but releases the free drug upon entering the target cell’s cytoplasm. This mechanism enhances the specificity and efficacy of anticancer therapies while minimizing systemic toxicity. Therefore, 2,5-Dioxopyrrolidin-1-yl 4-((2-(1,3-Dioxoisoindolin-2-Yl)ethyl)disulfanyl)butanoate is vital for designing prodrugs that can selectively deliver therapeutic agents to cancer cells.

In the realm of synthetic biology and protein engineering, this compound serves a critical role. By enabling site-specific modification of proteins, it allows researchers to introduce new functionalities or stabilize protein structures. The NHS ester facilitates the attachment to lysine residues, while the maleimide provides a handle for cysteine attachment. This dual reactivity is particularly useful for creating bifunctional proteins, crosslinking protein complexes, or immobilizing enzymes on surfaces for biosensor applications. Consequently, this compound is invaluable for advancing research in protein engineering and developing novel biocatalysts or biosensing devices.

Lastly, 2,5-Dioxopyrrolidin-1-yl 4-((2-(1,3-Dioxoisoindolin-2-Yl)ethyl)disulfanyl)butanoate is extensively utilized in the preparation of polymer-drug conjugates. In this application, the polymer serves as a carrier for the drug molecules, enhancing their solubility, stability, and bioavailability. The disulfide linkage ensures that the drug is released in a controlled manner when exposed to the intracellular reducing environment. This approach is particularly beneficial for the delivery of hydrophobic drugs or those with poor pharmacokinetic profiles. By improving drug properties and targeting capabilities, this compound significantly contributes to the efficiency of polymer-based drug delivery systems and broadens the therapeutic landscape for various diseases.