Synthesis of the G-C DNA base hybrid with a functional tail

J Org Chem. 2006 Oct 13;71(21):8146-50. doi: 10.1021/jo061304s.

Abstract

Molecules which possess the hydrogen bonding codes of both guanine and cytosine ("G-C DNA base hybrids") are known to organize in a hexagonal array both in solution and the solid state. Including an easily derivatizable functional group in the molecule allows the co-organization of virtually any species in the hexagonal periphery. Simple 5- and 6-step procedures are described for the synthesis of DNA base hybrids with tail groups which are terminated by electrophilic (primary bromide) and nucleophilic (primary alcohol) functions, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cytosine / chemical synthesis*
  • Guanine

Substances

  • Guanine
  • Cytosine