Jump to main content
Jump to site search

Issue 25, 2015
Previous Article Next Article

Double-headed nucleotides introducing thymine nucleobases in the major groove of nucleic acid duplexes

Author affiliations

Abstract

Four different double-headed nucleosides each combining two thymine nucleobases with different linkers were synthesised. The 5-position of 2′-deoxyuridine was connected to the N1-position of a thymine through either m- or p-disubstituted phenyl or phenylacetylene linkers by the use of Suzuki or Sonogashira couplings. When introduced into oligonucleotides, the thermal stability of dsDNA and DNA : RNA duplexes were determined and structural information was obtained from CD- and fluorescence spectroscopy. Also the recognition of abasic sites was studied. In general, the more stable duplexes were obtained with m- rather than p-substitution and with phenylacetylene rather than phenyl linkers.

Graphical abstract: Double-headed nucleotides introducing thymine nucleobases in the major groove of nucleic acid duplexes

Back to tab navigation

Supplementary files

Article information


Submitted
30 Apr 2015
Accepted
29 May 2015
First published
29 May 2015

This article is Open Access

Org. Biomol. Chem., 2015,13, 7040-7049
Article type
Paper
Author version available

Double-headed nucleotides introducing thymine nucleobases in the major groove of nucleic acid duplexes

M. Dalager, N. K. Andersen, P. Kumar, P. Nielsen and P. K. Sharma, Org. Biomol. Chem., 2015, 13, 7040
DOI: 10.1039/C5OB00872G

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

Reproduced material should be attributed as follows:

  • For reproduction of material from NJC:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
  • For reproduction of material from PCCP:
    [Original citation] - Published by the PCCP Owner Societies.
  • For reproduction of material from PPS:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
  • For reproduction of material from all other RSC journals:
    [Original citation] - Published by The Royal Society of Chemistry.

Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.


Social activity

Search articles by author

Spotlight

Advertisements