Issue 15, 2015

Synthesis and complementary self-association of novel lipophilic π-conjugated nucleoside oligomers

Abstract

A series of lipophilic nucleosides comprising natural and non-natural bases that are π-conjugated to a short oligophenylene–ethynylene fragment has been synthesized. These bases comprise guanosine, isoguanosine, and 2-aminoadenosine as purine heterocycles, and cytidine, isocytosine and uridine as complementary pyrimidine bases. The hydrogen-bonding dimerization and association processes between complementary bases were also studied by 1H NMR and absorption spectroscopy in order to obtain the relevant association constants.

Graphical abstract: Synthesis and complementary self-association of novel lipophilic π-conjugated nucleoside oligomers

Supplementary files

Article information

Article type
Paper
Submitted
16 Jan 2015
Accepted
24 Feb 2015
First published
24 Feb 2015

Org. Biomol. Chem., 2015,13, 4506-4513

Author version available

Synthesis and complementary self-association of novel lipophilic π-conjugated nucleoside oligomers

J. Camacho-García, C. Montoro-García, A. M. López-Pérez, N. Bilbao, S. Romero-Pérez and D. González-Rodríguez, Org. Biomol. Chem., 2015, 13, 4506 DOI: 10.1039/C5OB00098J

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