N3-C2-NHS ester

• CAT Number: I046080
• CAS Number: 850180-76-6
• Molecular Formula: C7H8N4O4
• Molecular Weight: 212.16
• Purity: ≥95%
• Synonyms: (2,5-dioxopyrrolidin-1-yl) 3-azidopropanoate
• InChI: InChI=1S/C7H8N4O4/c8-10-9-4-3-7(14)15-11-5(12)1-2-6(11)13/h1-4H2
• InChIKey: WATICTZQAVLEKN-UHFFFAOYSA-N
• SMILES: C1CC(=O)N(C1=O)OC(=O)CCN=[N+]=[N-]

N3-C2-NHS ester is a noncleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). N3-C2-NHS ester is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. Strain-promoted alkyne-azide cycloaddition (SPAAC) can also occur with molecules containing DBCO or BCN groups.

Reference

[1]. Gregson SJ, et al. Pyrrolobenzodiazepine Dimer Antibody-Drug Conjugates: Synthesis and Evaluation of Noncleavable Drug-Linkers. J Med Chem. 2017 Dec 14;60(23):9490-9507.
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