1-(4-((5-(dimethylcarbamoyl)pyridin-2-yl)disulfanyl)butanoyloxy)-2,5-dioxopyrrolidine-3-sulfonic acid

  Cat No.: BADC-00478   Purity: ≥98% 4.5  

1-(4-((5-(dimethylcarbamoyl)pyridin-2-yl)disulfanyl)butanoyloxy)-2,5-dioxopyrrolidine-3-sulfonic acid is a disulfide-containing crosslinker or linker building block for redox-responsive bioconjugation and ADC-related linker design. The disulfide bond provides a reduction-sensitive element, while the terminal reactive groups enable attachment to appropriately functionalized biomolecules or small-molecule partners. The molecule uses nhs/succinimidyl ester (amine-reactive) for antibody lysines/primary amines (common orientation) on one side and pyridyl-disulfide / activated disulfide handle for thiol-containing payloads or thiol exchange partners on the other, with disulfide trigger with c4/alkyl spacer segment providing the spacer/cleavable region. Conjugation orientation and reduction sensitivity should be evaluated in the context of the final construct because local substitution and neighboring groups can influence disulfide behavior.

1-(4-((5-(dimethylcarbamoyl)pyridin-2-yl)disulfanyl)butanoyloxy)-2,5-dioxopyrrolidine-3-sulfonic acid

Structure of 663599-07-3

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ADC Linker
Molecular Formula
C16H19N3O8S3
Molecular Weight
477.53
Shipping
Room temperature

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Synonyms
1-[4-[[5-(dimethylcarbamoyl)pyridin-2-yl]disulfanyl]butanoyloxy]-2,5-dioxopyrrolidine-3-sulfonic acid;
IUPAC Name
SMILES
CN(C)C(=O)C1=CN=C(C=C1)SSCCCC(=O)ON2C(=O)CC(C2=O)S(=O)(=O)O
InChI
InChI=1S/C16H19N3O8S3/c1-18(2)15(22)10-5-6-12(17-9-10)29-28-7-3-4-14(21)27-19-13(20)8-11(16(19)23)30(24,25)26/h5-6,9,11H,3-4,7-8H2,1-2H3,(H,24,25,26)
InChIKey
KMRAQLKAJPMTOK-UHFFFAOYSA-N
Appearance
Soild powder
Shipping
Room temperature

1-(4-((5-(dimethylcarbamoyl)pyridin-2-yl)disulfanyl)butanoyloxy)-2,5-dioxopyrrolidine-3-sulfonic acid is a synthetic compound with potential applications in various areas of biochemistry and pharmacology. Here are some key applications of this compound:

Protein Modification: This compound can be used in the selective modification of cysteine residues in proteins. By forming disulfide bonds with cysteine, it allows for the targeted alteration of protein structure and function. This application is crucial for studying protein interactions and developing novel protein-based therapeutics.

Chemical Biology: In chemical biology, this compound serves as a useful tool for probing and manipulating biological systems. It can be used to label proteins or small molecules, facilitating the study of their localization, dynamics, and interactions within cells. Such insights are valuable for understanding complex biological processes and disease mechanisms.

Drug Development: The compound's unique structure makes it a potential candidate for drug development, particularly in the design of enzyme inhibitors or activators. Its ability to target specific amino acid residues can lead to the discovery of new therapeutic agents with high specificity and efficacy. This can be especially useful in developing treatments for diseases with known protein targets.

Bioconjugation: The compound can be utilized in bioconjugation techniques to attach various biomolecules, such as peptides, antibodies, or nucleic acids, to surfaces or other molecules. This capability is essential for the development of biosensors, targeted drug delivery systems, and diagnostic tools. It enables the creation of multifunctional biomaterials with tailored properties for specific applications.

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: (2S,2'S)-Bis(2,5-dioxopyrrolidin-1-Yl) 4,4'-disulfanediylbis(2-(((benzyloxy)carbonyl)amino)butanoate) | Tert-butyl 9-oxo-3-azabicyclo[3.3.1]nonane-3-carboxylate | PROTAC BRD4 Degrader-5-CO-PEG3-N3 | MC-SN38 | INX-SM-6 | Corixetan | 2,5,8,11-Tetraoxatridecan-13-yl 4-methylbenzenesulfonate | INX-SM-56 | tert-butyl 1-(4-formylphenyl)-1-oxo-5,8,11,14,17,20,23,26,29,32,35-undecaoxa-2-azaheptatriacontan-37-ylcarbamate | 2,5-Dioxopyrrolidin-1-yl 4-((2-(1,3-Dioxoisoindolin-2-Yl)ethyl)disulfanyl)butanoate | 1-(4-((5-(dimethylcarbamoyl)pyridin-2-yl)disulfanyl)butanoyloxy)-2,5-dioxopyrrolidine-3-sulfonic acid
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