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    • Chemical synthesis of oligonucleotides. 3: Synthesis and characterization of N,O-protected ribophosphoesters for applications in RNA synthesis

      Vidhya Gopalakrishnan K N Ganesh

      Organic Volume 101 Issue 5 October 1989 pp 401-413

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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/101/05/0401-0413

    • Keywords

       

      Oligoribonucleotide synthesis; phosphotriester; t-butyl dimethyl silyl group

    • Abstract

       

      The chemical synthesis of RNA, in contrast to that of DNA, poses problems due to fi) additional requirement of 2′-hydroxyl protection of the ribose moieties, and (ii) high lability of inter-ribophosphate bonds. Herein we report the synthesis and characterisation of N, O-protected ribophosphoesters 1 which are key monomeric derivatives in phosphotriester methodology for RNA synthesis. Both the isomeric 2′ and 3′-O-phosphates have been obtained and characterised. The utility of the t-butyl dimethylsilyl group for 2′-hydroxyl protection in the phosphotriester method is demonstrated by the synthesis of r(AUAU),r (UAUA) andr (CACA).

    • Author Affiliations

       

      Vidhya Gopalakrishnan1 K N Ganesh1

      1. Division of Organic Chemistry, National Chemical Laboratory, Pune - 411008, India

    • Dates

       
      Published
      October 1989
      Manuscript received
      11 May 1989
      Manuscript revised
      25 September 1989

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