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(2,5-dioxopyrrolidin-1-yl) 4-(methyldisulfanyl)pentanoate

  CAS No.: 796073-59-1   Cat No.: BADC-00690 4.5  

(2,5-dioxopyrrolidin-1-yl) 4-(methyldisulfanyl)pentanoate is an ADC linker intermediate with a disulfide-containing cleavable moiety and NHS ester functionality. It facilitates site-specific thiol conjugation, promoting effective payload delivery and selective drug release in antibody-drug conjugates. Keywords: ADC linker, cleavable disulfide, NHS ester, thiol-reactive, payload delivery.

(2,5-dioxopyrrolidin-1-yl) 4-(methyldisulfanyl)pentanoate

Structure of 796073-59-1

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ADC Linker
Molecular Formula
C10H15NO4S2
Molecular Weight
277.36
Shipping
Room temperature

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Canonical SMILES
CC(CCC(=O)ON1C(=O)CCC1=O)SSC
InChI
InChI=1S/C10H15NO4S2/c1-7(17-16-2)3-6-10(14)15-11-8(12)4-5-9(11)13/h7H,3-6H2,1-2H3
InChIKey
OIXXJNZDRMIEAO-UHFFFAOYSA-N
Shipping
Room temperature

(2,5-Dioxopyrrolidin-1-yl) 4-(methyldisulfanyl)pentanoate, a versatile coupling reagent widely utilized in biosciences for its role in expediting chemical reactions, finds application across various domains. Here are four key applications presented with high perplexity and burstiness:

Peptide Synthesis: Playing a pivotal role in solid-phase peptide synthesis, this compound actively participates in bonding amino acids, facilitating the seamless formation of peptide chains. By serving as a coupling reagent, it elevates the efficiency of peptide assembly, a critical process in the production of peptide-based therapeutics and research reagents. The intricate dance of chemical reactions orchestrated by this compound is essential for the creation of complex peptides with diverse biological activities.

Protein Engineering: Within the realm of protein engineering, (2,5-Dioxopyrrolidin-1-yl) 4-(methyldisulfanyl)pentanoate acts as a catalyst for the strategic modification of proteins, enabling the introduction of specific functional groups. This capability empowers scientists to craft proteins with tailored properties and functions, expanding the horizons of biocatalysis, drug development, and diagnostic assays. Through the precise manipulation of protein structures, new avenues for therapeutic interventions and biochemical research emerge, driven by the nuanced interplay of chemical transformations.

Biomedical Research: In the realm of biomedical research, this compound serves as a linchpin for conjugating biomolecules, facilitating the attachment of drugs to carriers such as nanoparticles or antibodies. This conjugation process enhances the targeting and delivery of therapeutic agents to specific cellular targets, optimizing treatment efficacy while minimizing undesirable side effects. The orchestrated symphony of molecular interactions orchestrated by this compound ensures precise drug localization and activation, revolutionizing targeted drug delivery strategies in the pursuit of enhanced patient outcomes.

Materials Science: Beyond the boundaries of biological applications, (2,5-Dioxopyrrolidin-1-yl) 4-(methyldisulfanyl)pentanoate plays a pivotal role in the synthesis of advanced materials, including biocompatible polymers and hydrogels. These materials find diverse applications in medical device fabrication, tissue engineering, and drug delivery systems, where their tailored properties meet the demands of modern biotechnological innovations. Through the artful grafting of functional groups onto these materials, scientists unlock new frontiers in material science, enhancing biocompatibility, mechanical strength, and overall performance, ushering in a new era of biomaterial engineering.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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Historical Records: (2,5-dioxopyrrolidin-1-yl) 5-[[3-(2,5-dioxopyrrolidin-1-yl)oxycarbonyl-4-nitrocyclohexyl]disulfanyl]-2-nitrobenzoate | 2,5-dioxopyrrolidin-1-yl 4-((5-(dimethylcarbamoyl)pyridin-2-yl)disulfanyl)butanoate | Amino-SS-PEG12-acid | γ-Amanitin | MCC-DM1 | Colchicine | 3-Azido-N-Boc-D-Alanine | DC-1 | (2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoate | (2,5-dioxopyrrolidin-1-yl) 4-(methyldisulfanyl)pentanoate
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