Issue 17, 2020

Cationic guanine: positively charged nucleobase with improved DNA affinity inhibits self-duplex formation

Abstract

Oligonucleotides represent powerful DNA-recognition tools, but the formation of undesirable “self-duplexes” becomes more probable with increasing DNA affinity. Herein, we have developed a modified nucleobase with “self-avoiding” properties. Facile methylation of guanine yields a cationic N7-methylguanine, which suppresses the formation of self-duplexes whilst improving DNA affinity through electrostatic interaction.

Graphical abstract: Cationic guanine: positively charged nucleobase with improved DNA affinity inhibits self-duplex formation

Supplementary files

Article information

Article type
Communication
Submitted
08 Jan 2020
Accepted
31 Jan 2020
First published
03 Feb 2020

Chem. Commun., 2020,56, 2546-2549

Cationic guanine: positively charged nucleobase with improved DNA affinity inhibits self-duplex formation

M. Hibino, Y. Aiba and O. Shoji, Chem. Commun., 2020, 56, 2546 DOI: 10.1039/D0CC00169D

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