(2,5-dioxopyrrolidin-1-yl) 4-methyl-4-(methyldisulfanyl)pentanoate - CAS 796073-56-8

(2,5-dioxopyrrolidin-1-yl) 4-methyl-4-(methyldisulfanyl)pentanoate - CAS 796073-56-8 Catalog number: BADC-00689

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(2,5-dioxopyrrolidin-1-yl) 4-methyl-4-(methyldisulfanyl)pentanoate is a linker for antibody-drug-conjugation (ADC).

Category
ADCs Linker
Product Name
(2,5-dioxopyrrolidin-1-yl) 4-methyl-4-(methyldisulfanyl)pentanoate
CAS
796073-56-8
Catalog Number
BADC-00689
Molecular Formula
C11H17NO4S2
Molecular Weight
291.39
(2,5-dioxopyrrolidin-1-yl) 4-methyl-4-(methyldisulfanyl)pentanoate

Ordering Information

Catalog Number Size Price Quantity
BADC-00689 -- $--
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Description
(2,5-dioxopyrrolidin-1-yl) 4-methyl-4-(methyldisulfanyl)pentanoate is a linker for antibody-drug-conjugation (ADC).
Synonyms
(2,5-dioxopyrrolidin-1-yl) 4-methyl-4-(methyldisulfanyl)pentanoate
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 4-methyl-4-(methyldisulfanyl)pentanoate
Canonical SMILES
CC(C)(CCC(=O)ON1C(=O)CCC1=O)SSC
InChI
InChI=1S/C11H17NO4S2/c1-11(2,18-17-3)7-6-10(15)16-12-8(13)4-5-9(12)14/h4-7H2,1-3H3
InChIKey
UIUQQGXZEMJNCH-UHFFFAOYSA-N
Shipping
Room temperature

(2,5-Dioxopyrrolidin-1-yl) 4-methyl-4-(methyldisulfanyl)pentanoate is widely used as a coupling agent in peptide synthesis. This compound plays a vital role in the formation of peptide bonds by facilitating the coupling of amino acids. By activating the carboxyl group of one amino acid, it enables the nucleophilic attack by the amino group of another, thus forming a peptide bond. This step is crucial for generating synthetic peptides used in pharmaceuticals, research, and biochemistry. In automated peptide synthesizers, its efficiency and reliability make it a preferred choice for constructing peptides with high precision and yield.

Another significant application is in the field of bioconjugation. (2,5-Dioxopyrrolidin-1-yl) 4-methyl-4-(methyldisulfanyl)pentanoate is employed to link biomolecules, such as proteins, antibodies, or nucleotides, to various entities like fluorescent markers, drugs, or other polymers. This bioconjugation is essential in creating targeted drug delivery systems, where the drug is directed to specific cells, thus increasing its efficacy and minimizing side effects. The compound's disulfide bond can be reduced to form free thiols, enabling specific and stable conjugation to thiol-reactive probes, which is an indispensable tool in diagnostics and therapeutic applications.

This compound is also crucial in the development of biosensors. In biosensor devices, the surface needs to be functionalized with biorecognition elements, such as enzymes or antibodies, which can specifically interact with the target analyte. (2,5-Dioxopyrrolidin-1-yl) 4-methyl-4-(methyldisulfanyl)pentanoate allows for the facile and stable attachment of these biomolecules to sensor surfaces through covalent bonding. This stable immobilization ensures the durability and sensitivity of the biosensor, which is important for real-time monitoring of biological analytes in medical diagnostics, environmental monitoring, and food safety.

Lastly, it is used in protein labeling and modification. The construct consisting of (2,5-Dioxopyrrolidin-1-yl) 4-methyl-4-(methyldisulfanyl)pentanoate can be employed to selectively label proteins with various probes such as fluorescent dyes, radiolabels, or affinity tags. This selective modification is crucial for studying protein interactions, localization, and function within biological systems. By introducing these labels, scientists can track proteins using different analytical techniques, facilitating the understanding of complex biological processes and aiding in the development of new therapeutic strategies. The ability to target specific amino acid residues like cysteine ensures precise modifications, which are fundamental for advanced proteomics studies.

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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