Related Experiment Video
Updated: May 10, 2026

Sequence-specific and Selective Recognition of Double-stranded RNAs over Single-stranded RNAs by Chemically Modified Peptide Nucleic Acids
Published on: September 21, 2017
The effect of base-pairing on the shape resonances of nucleobases
Jishnu Narayanan S J1, Divya Tripathi1, Idan Haritan2
1Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, India.
Abstract:
In this work, we have studied the effect of base-pairing on the shape resonances of guanine and cytosine nucleobases. Among the seven π* resonances we identified in the guanine-cytosine (GC) anion radical, three were centered on cytosine, and the remaining were guanine-centered. Relative to the isolated bases, upon base pair formation, the cytosine resonances were redshifted, while the guanine-centered states showed an opposite trend-where their energy was blue shifted. In addition to electronic interactions, geometric distortion and basis-set superposition error also play crucial roles in the resonance positions and widths of the GC radical anion. The electronic interaction from the complementary base seems to have a larger effect on the stabilization of the anionic resonances than the surrounding environment.
Related Concept Videos
DNA Base Pairing
DNA Base Pairing
Basicity of Heterocyclic Aromatic Amines
Base-pairing and DNA Repair
VSEPR Theory and the Effect of Lone Pairs
¹H NMR: Long-Range Coupling
In alkenes, spin information is communicated via σ–π overlap, as seen in allylic (four-bond) and homoallylic (five-bond) couplings. These coupling interactions are stronger when the σ bond is parallel to the alkene π orbitals.
