Tautomeric effect of guanine on stability, spectroscopic and absorbance properties in cytosine–guanine base pairs: a DFT and TD-DFT perspective

Gop, Sumana; Sutradhar, Ranjan; Chakraborty, Sagnik; Sinha, T.P.

doi:10.1007/s00214-020-2551-x

Cited by 4 publications

(1 citation statement)

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“…Investigation of the G•C base pair attracts active interest over the years [1][2][3][4][5], since, from the one side, it is a building block of the DNA molecule [6], while from the other side -its unusual conformers can become a part of the structure of the RNA molecule [7][8][9][10][11][12].…”

Section: Introductionmentioning

confidence: 99%

Novel mechanisms of the transformations of the G·C base pairs in Watson-Crick and Hoogsteen configurations via the mutual rotations of the bases and proton transfer: A quantum-chemical investigation

Brovarets’

Muradova

Hovorun

2022

Preprint

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In this study for the first time at the MP2/6-311++G(2df,pd)//B3LYP/6-311++G(d,p) level of theory it was comprehensively investigated unusual conformationally-tautomeric transformations of the G*·C*(WC), G*·C*(rWC), G*·C*t(rWC), G*t·C*(rH) and G*t·C*t(rH) base pairs - G*·C*(WC)↔G*t·C(rwН)↑↔G*N7·C*(rwH)↑↔G*N7·C*(wH)↑↔G*t·C*O2(wH)↑↔ G*t·C*O2(rwH)↑, G*·C*(rWC)↔G*t·C*O2(rwWC)↓/↔G*t·C*O2(wH)↑, G*·C*t(rWC)↔G*t·C*tO2(wН)↓↔G*t·C*tO2(rwH)↓/↔G*t·C*tO2(rwWC)↓↔G*t·C*tO2(wWC)↓, G*t·C*(rH)↔G*·C*O2(wWC)↑/↔G*·C*O2(wH)↓ and G*t·C*t(rH)↔G*·C*tO2(wWC)↑/ ↔G*·C*tO2(rwH)↓↔G*·C*tO2(wH)↓. It was reliably established that they occur through the mutual rotations of the G and C bases around intermolecular H-bonds and proton transfer along the intermolecular H-bonds. These novel conformationally-tautomeric tranformations are intrinsically inherent properties of the Watson-Crick (WC) and Hoogsteen (H) G·C base pairs and lead to their transformation into the wobble (w) or reverse wobble (rw) base pairs. These conformationally-tautomeric transformations of the G·C base pairs are accompanied by the rearrangement of the intermolecular H-bonds and changing of the dipole moments.

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