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3-(methylsulfonyl)-2,5-dioxopyrrolidin-1-yl 4-((5-nitropyridin-2-yl)disulfanyl)butanoate

  CAS No.: 890409-86-6   Cat No.: BADC-00480   Purity: ≥98% 4.5  

3-(methylsulfonyl)-2,5-dioxopyrrolidin-1-yl 4-((5-nitropyridin-2-yl)disulfanyl)butanoate is a cleavable ADC linker supporting efficient conjugation via NHS ester and disulfide chemistry, enabling controlled intracellular drug release and improved therapeutic performance of antibody-drug conjugates.

3-(methylsulfonyl)-2,5-dioxopyrrolidin-1-yl 4-((5-nitropyridin-2-yl)disulfanyl)butanoate

Structure of 890409-86-6

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Category
ADC Linker
Molecular Formula
C14H15N3O8S3
Molecular Weight
449.48
Shipping
Room temperature

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Synonyms
(3-methylsulfonyl-2,5-dioxopyrrolidin-1-yl) 4-[(5-nitropyridin-2-yl)disulfanyl]butanoate;
IUPAC Name
Canonical SMILES
CS(=O)(=O)C1CC(=O)N(C1=O)OC(=O)CCCSSC2=NC=C(C=C2)[N+](=O)[O-]
InChI
InChI=1S/C14H15N3O8S3/c1-28(23,24)10-7-12(18)16(14(10)20)25-13(19)3-2-6-26-27-11-5-4-9(8-15-11)17(21)22/h4-5,8,10H,2-3,6-7H2,1H3
InChIKey
RIXGLVALRPRFJK-UHFFFAOYSA-N
Appearance
Soild powder
Shipping
Room temperature

3-(Methylsulfonyl)-2,5-dioxopyrrolidin-1-yl 4-((5-nitropyridin-2-yl)disulfanyl)butanoate, a chemical compound with vast potential in biochemical and pharmaceutical research, showcases noteworthy versatility. Here are four key applications presented with a high degree of perplexity and burstiness:

Covalent Probe Development: This compound serves as a sophisticated covalent probe, engaging in the identification and labeling of cysteine proteases nestled within biological samples. By engaging with the thiol groups of cysteine residues, it intricately maps enzyme active sites, paving the way for an intricate exploration of enzyme kinetics. This application stands as a cornerstone in the quest for novel enzyme inhibitors and therapeutic agents, elevating the field of enzymology to new heights of precision and understanding.

Protein Engineering: Within the realm of protein engineering, this compound emerges as a formidable tool, driving the modification of protein structures to accentuate their functionalities. Through strategic attachment to specific residues, researchers unlock the power to manipulate protein stability, binding affinity, and enzymatic activity, ushering in a new era of tailored protein functionalities. This technique stands as a linchpin in the development of protein-based therapeutics and industrial enzymes, reshaping the landscape of biotechnological innovation.

Drug Delivery Systems: Delving into the design of drug delivery systems, 3-(Methylsulfonyl)-2,5-dioxopyrrolidin-1-yl 4-((5-nitropyridin-2-yl)disulfanyl)butanoate emerges as a pivotal player, assuming the role of a cleavable linker. This transformative function enables the controlled release of therapeutic agents in response to precise biological cues such as the presence of reducing agents. By orchestrating a finely tuned release mechanism, this compound amplifies the efficacy and safety of drug treatments, heralding a new era of targeted and personalized medicine.

Reactive Intermediate Studies: Venturing into the realm of organic chemistry research, this compound emerges as a catalyst for the generation of reactive intermediates, propelling the study of chemical reaction mechanisms to unprecedented depths. By integrating it into reaction pathways, scientists bear witness to its profound impact on reaction rates and pathways, unraveling the intricate tapestry of chemical reactivity. This foundational understanding serves as a cornerstone for designing more efficient synthetic methods, illuminating the path towards breakthroughs in chemical synthesis and discovery.

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: N-(2-(3,5-Dimethylphenoxy)ethyl)-4-Formylbenzamide | 4-Formyl-N-(2-(p-Tolyloxy)ethyl)benzamide | Mal-amide-PEG3-CH2 NHS ester | 3-(methylsulfonyl)-2,5-dioxopyrrolidin-1-yl 4-((5-nitropyridin-2-yl)disulfanyl)butanoate
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