Thioctic acid modification of oligonucleotides using an H-phosphonate

Jennifer A. Dougan, Andrew K. Reid, Duncan Graham

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)
44 Downloads (Pure)

Abstract

The H-phosphonate of a derivative of thioctic acid (TA) was synthesized and used to introduce a disulfide moiety at the 5'-end of oligonucleotides. This method overcomes the difficulties experienced with the phosphoramidite approach when employing a cyclic disulfide in the starting alcohol. The disulfide-modified oligonucleotides are subsequently used in metallic nanoparticle (Au and Ag) and surface functionalisation for sensitive, sequence specific analytical detection strategies.
Original languageEnglish
Pages (from-to)5787-5790
Number of pages3
JournalTetrahedron Letters
Volume51
Issue number44
DOIs
Publication statusPublished - 3 Nov 2010

Keywords

  • H-phosphonate
  • thioctic acid
  • oligonucleotides
  • phosphoramidite approach
  • alcohol

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