Switching the type of V-loop in sugar-modified G-quadruplexes through altered fluorine interactions

Chem Commun (Camb). 2020 Apr 28;56(33):4539-4542. doi: 10.1039/d0cc01285h. Epub 2020 Mar 23.

Abstract

Mixed 2'-F-riboguanosine and 2'-F-arabinoguanosine disubstitutions of a hybrid-type G-quadruplex are found to induce a refolding into two alternative structures with different types of V-loops upon positional exchange of the two G analogs. While conformational preferences of the incorporated G surrogates fail to fully account for the observed rearrangements, additional hydrogen bonds with a fluorine acceptor are suggested to be critical determinants of the two distinct V-loop conformers imposing different tetrad polarities.

MeSH terms

  • Fluorine / chemistry*
  • G-Quadruplexes*
  • Guanosine / analogs & derivatives*
  • Guanosine / chemistry*
  • Hydrogen Bonding
  • Molecular Conformation

Substances

  • Guanosine
  • Fluorine