Thermodynamic and structural contributions of the 6-thioguanosine residue to helical properties of RNA

Sci Rep. 2019 Mar 13;9(1):4385. doi: 10.1038/s41598-019-40715-2.

Abstract

Thionucleotides, especially 4-thiouridine and 6-thioguanosine, are photosensitive molecules that photocrosslink to both proteins and nucleic acids, and this feature is a major reason for their application in various investigations. To get insight into the thermodynamic and structural contributions of 6-thioguanosine to the properties of RNA duplexes a systematic study was performed. In a series of RNA duplexes, selected guanosine residues located in G-C base pairs, mismatches (G-G, G-U, and G-A), or 5' and 3'-dangling ends were replaced with 6-thioguanosine. Generally, the presence of 6-thioguanosine diminishes the thermodynamic stability of RNA duplexes. This effect depends on its position within duplexes and the sequence of adjacent base pairs. However, when placed at a dangling end a 6-thioguanosine residue actually exerts a weak stabilizing effect. Furthermore, the structural effect of 6-thioguanosine substitution appears to be minimal based on NMR and Circular Dichroism (CD) data.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Base Sequence
  • Circular Dichroism
  • Guanine Nucleotides / chemistry
  • Guanosine / analogs & derivatives*
  • Guanosine / chemistry
  • Magnetic Resonance Spectroscopy
  • Nucleic Acid Conformation
  • Organophosphorus Compounds / chemistry
  • RNA / chemistry*
  • RNA, Double-Stranded
  • Thionucleosides / chemistry*

Substances

  • Guanine Nucleotides
  • Organophosphorus Compounds
  • RNA, Double-Stranded
  • Thionucleosides
  • phosphoramidite
  • Guanosine
  • RNA
  • 6-thioguanosine