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5-(n-Maleimido)-3-Oxapentyl-(2-((3-Carboxybenzoyl)Thio)Acetyl)Glycyl-Glycyl-Glycinate CAS NO 131274-04-9


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CAS No.:131274-04-9

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

5-(n-Maleimido)-3-Oxapentyl-(2-((3-Carboxybenzoyl)Thio)Acetyl)Glycyl-Glycyl-Glycinate is a heterobifunctional crosslinking agent designed for the site-specific conjugation of biomolecules. This compound matters because it combines a maleimide group for stable thiol coupling with a cleavable disulfide bond and a hydrophilic spacer arm, enabling controlled and oriented bioconjugation with reduced steric hindrance. It is primarily needed by researchers and manufacturers in the fields of bioconjugation, antibody-drug conjugate (ADC) development, diagnostic assay development, and advanced drug delivery systems.

Application

  • Antibody-Drug Conjugate (ADC) Linker: For constructing stable, cleavable linkages between cytotoxic payloads and monoclonal antibodies.
  • Protein and Peptide Labeling: Site-specific attachment of fluorophores, enzymes, or other probes to cysteine residues.
  • Surface Functionalization: Immobilization of proteins, peptides, or other thiol-containing molecules onto activated surfaces or nanoparticles.
  • Diagnostic Reagent Development: Creating conjugates for immunoassays (ELISA, lateral flow) and biosensors.
  • Polymer Modification: Introducing bioactive ligands or crosslinking points into polymeric materials.
  • Biomaterial Engineering: Fabrication of hydrogels or scaffolds with tailored bioactivity through controlled crosslinking.

Basic Information

Product Name 5-(n-Maleimido)-3-Oxapentyl-(2-((3-Carboxybenzoyl)Thio)Acetyl)Glycyl-Glycyl-Glycinate
CAS No. 131274-04-9
Molecular Formula C27H30N4O12S2
Molecular Weight 666.67 g/mol
Synonyms Maleimide-PEG2-S-S-COOH; SM(PEG)2; 3-((2-(2-(3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)propoxy)ethoxy)ethyl)disulfanyl)-3-oxopropyl benzoate; 5-(N-Maleimido)-3-oxapentyl 3-((2-(2-(3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propoxy)ethoxy)ethyl)disulfanyl)-3-oxopropyl benzoate; Maleimide-PEG2-SS-Propionic Acid; Heterobifunctional PEG Crosslinker (Maleimide, SS, NHS ester precursor); 1-[3-(2-{2-[3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)propoxy]ethoxy}ethoxy)propyl] disulfide 3-carboxybenzoic acid ester
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Quality Control

Our products undergo rigorous quality testing to ensure compliance with industry standards for research and bioconjugation applications. Each batch is characterized by HPLC, NMR, and mass spectrometry to confirm identity, purity, and correct structural integrity. Certificates of Analysis (COA) with detailed chromatographic data are available upon request.

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 maleimide group can degrade upon prolonged exposure to moisture. For long-term storage, consider storing 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 (HPLC) Conforms to reference standard
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95%
Water Content (KF) ≤ 1.0%
Solubility Soluble in DMSO, DMF; Slightly soluble in water

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

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