Azide phosphoramidite in direct synthesis of azide-modified oligonucleotides

  • Org Lett. 2014 Sep 5;16(17):4590-3. doi: 10.1021/ol502155g.
Maksim A Fomich  1 ,  Maksim V Kvach ,  Maksim J Navakouski ,  Christoph Weise ,  Alexander V Baranovsky ,  Vladimir A Korshun ,  Vadim V Shmanai
Affiliations
  • 1. Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus , Surganova 13, 220072 Minsk, Belarus.
PMID: 25156193 DOI: 10.1021/ol502155g
Abstract

Azide and phosphoramidite functions were found to be compatible within one molecule and stable for months in solution kept frozen at -20 °C. An azide-carrying phosphoramidite was used for direct introduction of multiple azide modifications into synthetic oligonucleotides. A series of azide-containing oligonucleotides were modified further using click reactions with alkynes.

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