Description

2,5-Dioxopyrrolidin-1-Yl 4-((3-(Dimethylcarbamoyl)Pyridin-4-Yl)Disulfanyl)Pentanoate is a specialized heterocyclic compound featuring a disulfide linker and an activated N-hydroxysuccinimide (NHS) ester, making it a critical reagent for bioconjugation and chemical biology research. Its core value lies in its ability to form stable amide bonds with primary amines under mild aqueous conditions, while the cleavable disulfide bridge allows for controlled release or reversible linkage. This compound is essential for researchers and manufacturers in pharmaceutical development, proteomics, and antibody-drug conjugate (ADC) synthesis, where precise and reversible protein modification is required.

Application

• Antibody-Drug Conjugate (ADC) Linker: Serves as a cleavable, heterobifunctional crosslinker for attaching cytotoxic payloads to monoclonal antibodies via the NHS ester, with the disulfide bond enabling payload release in the reductive tumor microenvironment.
• Protein and Peptide Labeling: Used for site-specific modification of lysine residues or N-termini of proteins and peptides with fluorophores, biotin, or other functional probes for imaging and detection assays.
• Surface Functionalization: Enables the covalent immobilization of biomolecules onto amine-functionalized surfaces (e.g., biosensor chips, microarray slides, nanoparticles) for diagnostic and research applications.
• Controlled Release Systems: Incorporated into drug delivery platforms where the disulfide bond is cleaved by intracellular glutathione, triggering the release of an active therapeutic agent.
• Bioconjugation Reagent Kits: A key component in commercial and custom reagent kits designed for facile and efficient biomolecule crosslinking and tagging.
• Chemical Biology Probes: Facilitates the synthesis of activity-based probes (ABPs) and other chemical tools for studying enzyme function and protein-protein interactions.

Basic Information

Product Name	2,5-Dioxopyrrolidin-1-Yl 4-((3-(Dimethylcarbamoyl)Pyridin-4-Yl)Disulfanyl)Pentanoate
CAS No.	663599-10-8
Molecular Formula	C17H21N3O5S2
Molecular Weight	411.50 g/mol
Synonyms	4-((3-(Dimethylcarbamoyl)pyridin-4-yl)disulfanyl)pentanoic acid 2,5-dioxopyrrolidin-1-yl ester; 4-(Pyridin-4-yldisulfanyl)pentanoic acid N-succinimidyl ester derivative; NHS-PEG2-SS-Pyridine; Succinimidyl 4-((3-(dimethylcarbamoyl)-4-pyridinyl)dithio)pentanoate; Heterobifunctional NHS-SS-Pyridine linker; Cleavable disulfide NHS ester; CAS 663599-10-8
EINECS	Contact for details

Quality Control

Our production of this high-value bioconjugation reagent adheres to strict quality management protocols to ensure batch-to-batch consistency and reliability for sensitive research and development applications. Identity and purity are confirmed via advanced analytical techniques including HPLC, NMR, and mass spectrometry. A comprehensive Certificate of Analysis (COA) detailing purity, assay, and impurity profiles is provided with each shipment to support your quality assurance and regulatory documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below under desiccant. This compound is hygroscopic (moisture-sensitive) and the activated ester is susceptible to hydrolysis. For long-term stability, store in aliquots under an inert atmosphere. Allow the vial to equilibrate to room temperature in a desiccator before opening to prevent condensation.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Assay	≥ 90.0% (by weight)
Water Content (KF)	≤ 1.0%
Solubility	Soluble in DMSO, DMF, acetonitrile

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.