Probing the effect of a 3'-S-phosphorothiolate link on the conformation of a DNA:RNA hybrid; implications for antisense drug design

Andrew P G Beevers; Kevin J Fettes; Ian A O'Neil; Stanley M Roberts; John R P Arnold; Richard Cosstick; Julie Fisher

doi:10.1039/b203582k

Probing the effect of a 3'-S-phosphorothiolate link on the conformation of a DNA:RNA hybrid; implications for antisense drug design

Chem Commun (Camb). 2002 Jul 21:(14):1458-9. doi: 10.1039/b203582k.

Authors

Andrew P G Beevers¹, Kevin J Fettes, Ian A O'Neil, Stanley M Roberts, John R P Arnold, Richard Cosstick, Julie Fisher

Affiliation

¹ Department of Chemistry, University of Leeds, Leeds, UK LS2 9JT.

PMID: 12189842
DOI: 10.1039/b203582k

Abstract

The effects of a single 3'-S-phosphorothiolate link in the DNA strand of a DNA:RNA dodecamer duplex is described; the sulfur induces a conformational shift in the (attached) sugar pucker, as shown by 1H NMR studies, and increases the thermal stability of the duplex compared to the non-modified system.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

DNA / chemistry*
Drug Design
Indicators and Reagents
Magnetic Resonance Spectroscopy
Nucleic Acid Conformation
Oligonucleotides, Antisense / chemical synthesis*
Phosphates / chemistry*
RNA / chemistry*
Spectrophotometry, Ultraviolet

Substances

3'-S-phosphorothiolate
Indicators and Reagents
Oligonucleotides, Antisense
Phosphates
RNA
DNA