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4-Azidosalicylic acid NHS ester

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PCL012_0500 0,5 g in stock login to see the price
PCL012_1 1 g in stock login to see the price
  • IUPAC Name: 2,5-dioxopyrrolidin-1-yl 4-azido-2-hydroxybenzoate
  • Synonyms: 4-Azidosalicylic acid NHS ester; NHS ASA; NHS azidosalicylate; 2,5-dioxopyrrolidin-1-yl 4-azido-2-hydroxybenzoate
  • CAS: 96602-46-9
  • Smiles: OC1=CC(N=[N+]=[N-])=CC=C1C(ON2C(CCC2=O)=O)=O
  • Chemical formula: C11H8N4O6
  • Molecular weight: 292,2
  • Purity: 95%+

4-Azidosalicylic acid NHS ester is an amine-reactive heterobifunctional cross-linker. At neutral or slightly basic pH (7-9), it rapidly attacks solvent accessible lysine-NH2 groups, N-termini and amines and installs the arylazido group that can both undergo a radioiodination and subsequently be transformed to reactive nitrene by irradiation with short wavelenghts (250 nm). The in-situ generated nitrene reactive intermediate is highly reactive and immediately gets captured by surrounding nucleophiles.