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

  CAS No.: 905449-92-5   Cat No.: BADC-00705 4.5  

(2,5-dioxopyrrolidin-1-yl) 4-(methyldisulfanyl)butanoate is a cleavable ADC linker featuring disulfide and NHS ester groups, facilitating stable conjugation and controlled intracellular payload release for improved ADC efficacy.

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

Structure of 905449-92-5

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ADC Linker
Molecular Formula
C9H13NO4S2
Molecular Weight
263.33
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Room temperature, or blue ice upon request.

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Synonyms
2,5-Dioxopyrrolidin-1-yl 4-(methyldisulfanyl)butanoate; (2,5-dioxopyrrolidin-1-yl) 4-(methyldisulfanyl)butanoate
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 4-(methyldisulfanyl)butanoate
Canonical SMILES
CSSCCCC(=O)ON1C(=O)CCC1=O
InChI
InChI=1S/C9H13NO4S2/c1-15-16-6-2-3-9(13)14-10-7(11)4-5-8(10)12/h2-6H2,1H3
InChIKey
QWROLKILTGGHBI-UHFFFAOYSA-N
Shipping
Room temperature, or blue ice upon request.

(2,5-dioxopyrrolidin-1-yl) 4-(methyldisulfanyl)butanoate, a specialized chemical compound with diverse applications in scientific and industrial domains, showcases intricate and varied uses. Here are four key applications presented with high perplexity and burstiness:

Bioconjugation: Functioning as a pivotal cross-linking reagent, this compound plays a significant role in bioconjugation and protein modification endeavors. It facilitates the covalent attachment of biomolecules, including antibodies and enzymes, to surfaces or other molecular entities. This process is indispensable for the innovation of biosensors, drug delivery systems, and diagnostic tools, underscoring its multifaceted importance in the realm of biological sciences.

Peptide Synthesis: Employed in the synthesis of modified peptides, this compound enables the introduction of disulfide bonds that serve to stabilize peptide structures and confer specific biological activities. This capability is particularly valuable for designing peptides with therapeutic applications, such as those acting as enzyme inhibitors or receptor ligands, showcasing the compound's versatility in the intricate field of peptide customization.

Chemical Biology Research: Within the domain of chemical biology, this reagent serves as a catalyst for the introduction of reactive sulfhydryl groups into molecules, priming them for subsequent chemical interactions. This modification aids in the exploration of protein-protein interactions and the development of molecular probes, critical for unraveling biological pathways and identifying potential drug targets. The compound's contribution to chemical biology research is marked by its nuanced and essential role in probing intricate biological mechanisms.

Polymer Science: In the expansive realm of polymer science, this compound finds utility in crafting functionalized polymers, offering researchers the ability to introduce reactive sites for further chemical modifications into polymer chains. This application is pivotal in the creation of advanced materials endowed with specific properties, such as enhanced mechanical strength or improved biocompatibility, highlighting the compound's role in the innovative frontier of material science and 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 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 | (2,5-dioxopyrrolidin-1-yl) 4-methyl-4-(methyldisulfanyl)pentanoate | (2,5-dioxopyrrolidin-1-yl) 4-(methyldisulfanyl)butanoate
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