N3-C5-NHS ester

• CAT Number: I046079
• CAS Number: 866363-70-4
• Molecular Formula: C10H14N4O4
• Molecular Weight: 254.24
• Purity: ≥95%
• Synonyms: (2,5-dioxopyrrolidin-1-yl) 6-azidohexanoate
• InChI: InChI=1S/C10H14N4O4/c11-13-12-7-3-1-2-4-10(17)18-14-8(15)5-6-9(14)16/h1-7H2
• InChIKey: FVWGCTQOFSJEDB-UHFFFAOYSA-N
• SMILES: C1CC(=O)N(C1=O)OC(=O)CCCCCN=[N+]=[N-]

N3-C5-NHS ester is a noncleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). N3-C5-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]. 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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