O-selective condensation using P-N bond cleavage in RNA synthesis without base protection

Org Lett. 2008 Jul 3;10(13):2793-6. doi: 10.1021/ol800911b. Epub 2008 Jun 6.

Abstract

In RNA synthesis without base protection, a new method for O-selective condensation with more than 99% selectivity was developed by 6-nitro-HOBt-mediated cleavage of undesired P(III)-N bonds on nucleobase moieties. Moreover, we for the first time succeeded in synthesizing oligoRNAs without base protection.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography, High Pressure Liquid
  • Dimerization
  • Molecular Structure
  • Nitrogen / chemistry*
  • Phosphites / chemistry
  • Phosphorus / chemistry*
  • RNA / chemical synthesis*
  • RNA / chemistry

Substances

  • Phosphites
  • Phosphorus
  • RNA
  • Nitrogen