The Role of Aromaticity, Hybridization, Electrostatics, and Covalency in Resonance-Assisted Hydrogen Bonds of Adenine–Thymine (AT) Base Pairs and Their Mimics

Invited for this issues cover are Dr. Célia Fonseca Guerra from the VU University of Amsterdam and her collaborators at the University of Girona. The cover picture shows H-bonds in the adenine–thymine Watson–Crick base pair. An essential part of these H-bonds is their covalent component arising from...

Full description

Bibliographic Details
Main Authors:	Guillaumes, Laia, Simon, Sílvia, Fonseca Guerra, Célia
Format:	Online
Language:	English
Published:	John Wiley & Sons, Ltd 2015
Online Access:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4522167/

id	pubmed-4522167
recordtype	oai_dc
spelling	pubmed-45221672015-08-05 The Role of Aromaticity, Hybridization, Electrostatics, and Covalency in Resonance-Assisted Hydrogen Bonds of Adenine–Thymine (AT) Base Pairs and Their Mimics Guillaumes, Laia Simon, Sílvia Fonseca Guerra, Célia Cover Profiles Invited for this issues cover are Dr. Célia Fonseca Guerra from the VU University of Amsterdam and her collaborators at the University of Girona. The cover picture shows H-bonds in the adenine–thymine Watson–Crick base pair. An essential part of these H-bonds is their covalent component arising from donor–acceptor interactions between N or O lone pairs and the N−H antibonding σ* acceptor orbital. This charge-transfer interaction is represented by green figures walking on the pedestrian crossing, connecting the bases. This covalent component is the reason why H-bonds between DNA and/or unsaturated model bases are significantly stronger than those between analogous saturated bases. This contrasts sharply with the classical picture of predominantly electrostatic H-bonds which is not only incomplete in terms of a proper bonding mechanism, but also fails to explain the trend in stability. For more details, see the Full Paper on p. 318 ff. John Wiley & Sons, Ltd 2015-06 2015-06-11 /pmc/articles/PMC4522167/ /pubmed/26246979 http://dx.doi.org/10.1002/open.201500022 Text en © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
repository_type	Open Access Journal
institution_category	Foreign Institution
institution	US National Center for Biotechnology Information
building	NCBI PubMed
collection	Online Access
language	English
format	Online
author	Guillaumes, Laia Simon, Sílvia Fonseca Guerra, Célia
spellingShingle	Guillaumes, Laia Simon, Sílvia Fonseca Guerra, Célia The Role of Aromaticity, Hybridization, Electrostatics, and Covalency in Resonance-Assisted Hydrogen Bonds of Adenine–Thymine (AT) Base Pairs and Their Mimics
author_facet	Guillaumes, Laia Simon, Sílvia Fonseca Guerra, Célia
author_sort	Guillaumes, Laia
title	The Role of Aromaticity, Hybridization, Electrostatics, and Covalency in Resonance-Assisted Hydrogen Bonds of Adenine–Thymine (AT) Base Pairs and Their Mimics
title_short	The Role of Aromaticity, Hybridization, Electrostatics, and Covalency in Resonance-Assisted Hydrogen Bonds of Adenine–Thymine (AT) Base Pairs and Their Mimics
title_full	The Role of Aromaticity, Hybridization, Electrostatics, and Covalency in Resonance-Assisted Hydrogen Bonds of Adenine–Thymine (AT) Base Pairs and Their Mimics
title_fullStr	The Role of Aromaticity, Hybridization, Electrostatics, and Covalency in Resonance-Assisted Hydrogen Bonds of Adenine–Thymine (AT) Base Pairs and Their Mimics
title_full_unstemmed	The Role of Aromaticity, Hybridization, Electrostatics, and Covalency in Resonance-Assisted Hydrogen Bonds of Adenine–Thymine (AT) Base Pairs and Their Mimics
title_sort	role of aromaticity, hybridization, electrostatics, and covalency in resonance-assisted hydrogen bonds of adenine–thymine (at) base pairs and their mimics
description	Invited for this issues cover are Dr. Célia Fonseca Guerra from the VU University of Amsterdam and her collaborators at the University of Girona. The cover picture shows H-bonds in the adenine–thymine Watson–Crick base pair. An essential part of these H-bonds is their covalent component arising from donor–acceptor interactions between N or O lone pairs and the N−H antibonding σ* acceptor orbital. This charge-transfer interaction is represented by green figures walking on the pedestrian crossing, connecting the bases. This covalent component is the reason why H-bonds between DNA and/or unsaturated model bases are significantly stronger than those between analogous saturated bases. This contrasts sharply with the classical picture of predominantly electrostatic H-bonds which is not only incomplete in terms of a proper bonding mechanism, but also fails to explain the trend in stability. For more details, see the Full Paper on p. 318 ff.
publisher	John Wiley & Sons, Ltd
publishDate	2015
url	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4522167/
_version_	1613254933882077184

The Role of Aromaticity, Hybridization, Electrostatics, and Covalency in Resonance-Assisted Hydrogen Bonds of Adenine–Thymine (AT) Base Pairs and Their Mimics

Similar Items