Introduction of structural diversity into oligonucleotides containing 6-thioguanine via on-column conjugation

Qinguo Zheng*, Yang Wang, Eric Lattmann

*Corresponding author for this work

Research output: Contribution to journalArticle

Abstract

A method is described for the introduction of structural diversity into the thiocarbonyl group of 6-thioguanine within support-bound, fully protected oligonucleotides via 'on-column′ conjugation. 2′-Deoxy-6-thioguanosine with a chemically-labile trigger at its 6-thio function was incorporated at defined sites into chemically synthesized oligonucleotides. Following selective removal of the thio-protection group the support-immobilized oligonucleotides were conjugated with various groups on-column, and then deprotected and purified to produce a number of oligomers each containing a different modified base. Since the modification is accomplished on-column without affecting other functional and protecting groups in the oligomers this method is compatible with introducing structural diversity at multiple sites in DNA. © 2003 Elsevier Science Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)1925-1932
Number of pages8
JournalTetrahedron
Volume59
Issue number11
DOIs
Publication statusPublished - 10 Mar 2003

Keywords

  • DNA synthesis
  • modified base
  • modified DNA
  • post-synthetic modification
  • thioguanine

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