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The Chemistry of C-Nucleosides

  • Kyoichi A. Watanabe

Abstract

A group of nucleosides in which the ribofuranosyl moiety is linked to a heterocyclic base through a carbon-to-carbon bond (hence called C-nucleosides) have been found in nature.(1) The first example was pseudouridine (ψ-uridine), which was isolated in 1957(2) as the fifth nucleoside obtained from “soluble RNA,” and its structure was established in 1962 as 5-(β-d-ribofuranosyl)uracil(3,4) (Fig. 1). It is now known that ψ-uridine is present ubiquitously in active transfer RNA (tRNA),(5) and that certain tRNAs deficient in ψ-uridine are incapable of participating in protein synthesis. (5, 6) This C-nucleoside is formed enzymatically from uridine after assembly of the tRNA chain. (7–10)

Keywords

Methanolic Ammonia Nucleoside Nucleotide Nicotinamide Riboside Dimethyl Maleate Methanolic Sodium Methoxide 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Springer Science+Business Media New York 1994

Authors and Affiliations

  • Kyoichi A. Watanabe
    • 1
  1. 1.Laboratory of Organic Chemistry, Sloan-Kettering Institute for Cancer Research, Sloan-Kettering Division, Graduate School of Medical SciencesCornell UniversityNew YorkUSA

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