Jump to main content
Jump to site search


Why do A·T and G·C self-sort? Hückel aromaticity as a driving force for electronic complementarity in base pairing

Author affiliations

Abstract

Density functional theory computations and block-localized wavefunction analyses for 57 hydrogen-bonded base pairs document excellent linear correlation between the gas-phase association energies and the degree of aromaticity gain of paired bases (r = 0.949), challenging prevailing views of factors that underlie the proposed electronic complementarity of A·T(U) and G·C base pairs. Base pairing interactions can polarize the π-electrons of interacting bases to increase (or decrease) cyclic 4n + 2π electron delocalization, resulting in aromaticity gain (or loss) in the paired bases, and become strengthened (or weakened). The potential implications of this reciprocal relationship for improving nucleic acid force-fields and for designing robust unnatural base pairs are discussed.

Graphical abstract: Why do A·T and G·C self-sort? Hückel aromaticity as a driving force for electronic complementarity in base pairing

Back to tab navigation

Supplementary files

Publication details

The article was received on 13 Jul 2018, accepted on 22 Aug 2018 and first published on 22 Aug 2018


Article type: Paper
DOI: 10.1039/C8OB01669K
Citation: Org. Biomol. Chem., 2018, Advance Article
  •   Request permissions

    Why do A·T and G·C self-sort? Hückel aromaticity as a driving force for electronic complementarity in base pairing

    Y. Zhang, C. Wu and J. I. Wu, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01669K

Search articles by author

Spotlight

Advertisements