Artificial DNA Made Exclusively of Nonnatural C-Nucleosides with Four Types of Nonnatural Bases

Yasuhiro Doi, Junya Chiba, Tomoyuki Morikawa and Masahiko Inouye
Graduate School of Pharmaceutical Sciences, University of Toyama, Sugitani 2630, Toyama 930-0194, Japan
J. Am. Chem. Soc., 2008, 130 (27), pp 8762–8768
DOI: 10.1021/ja801058h
Publication Date (Web): June 11, 2008
Copyright © 2008 American Chemical Society

Abstract

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We describe a new class of DNA-like oligomers made exclusively of nonnatural, stable C-nucleosides. The nucleosides comprise four types of nonnatural bases attached to a deoxyribose through an acetylene bond with the β-configuration. The artificial DNA forms right-handed duplexes and triplexes with the complementary artificial DNA. The hybridization occurs spontaneously and sequence-selectively, and the resulting duplexes have thermal stabilities very close to those of natural duplexes. The artificial DNA might be applied to a future extracellular genetic system with information storage and amplifiable abilities.

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History

  • Published In Issue July 09, 2008
  • Article ASAPJune 11, 2008
  • Received: February 12, 2008

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