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Issue 9, 2016
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Properties and reactivity of nucleic acids relevant to epigenomics, transcriptomics, and therapeutics

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Abstract

Developments in epigenomics, toxicology, and therapeutic nucleic acids all rely on a precise understanding of nucleic acid properties and chemical reactivity. In this review we discuss the properties and chemical reactivity of each nucleobase and attempt to provide some general principles for nucleic acid targeting or engineering. For adenine–thymine and guanine–cytosine base pairs, we review recent quantum chemical estimates of their Watson–Crick interaction energy, π–π stacking energies, as well as the nuclear quantum effects on tautomerism. Reactions that target nucleobases have been crucial in the development of new sequencing technologies and we believe further developments in nucleic acid chemistry will be required to deconstruct the enormously complex transcriptome.

Graphical abstract: Properties and reactivity of nucleic acids relevant to epigenomics, transcriptomics, and therapeutics

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Publication details

The article was received on 11 Jan 2016 and first published on 18 Mar 2016


Article type: Review Article
DOI: 10.1039/C5CS00271K
Chem. Soc. Rev., 2016,45, 2637-2655

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    Properties and reactivity of nucleic acids relevant to epigenomics, transcriptomics, and therapeutics

    D. Gillingham, S. Geigle and O. Anatole von Lilienfeld, Chem. Soc. Rev., 2016, 45, 2637
    DOI: 10.1039/C5CS00271K

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