43 Synthesis of Precursors to Guanine Quartet Networks

Wednesday, November 4, 2009
Ballroom A+B (Camino Real Hotel)
Jaebum Lim , Department of Chemistry, University of Houston, Houston, TX
Ognjen Miljanic , Department of Chemistry, University of Houston, Houston, TX

Synthesis of Precursors to Guanine Quartet Networks

Jaebum Lim and Ognjen Š. Miljanić

Department of Chemistry, University of Houston, 4800 Calhoun Road, Houston, TX 77204-5003, USA

Nucleobase guanine and its derivatives self-assemble into tetrameric square-shaped structures °ͺ guanine quartets (G4). G4 structures have been the subject of examination in the past four decades, owing to their possible applications in the areas of structural biology, medicinal chemistry, supramolecular chemistry, and nanotechnology. Our research goal is to make dimerized guanine derivatives and to apply them to G4-based porous materials for hydrogen storage. We report the synthesis of the monomer in which two guanines are connected together with linear linkers. The linear linkers consist of ethynyl groups and para-substituted phenyl groups. The general synthetic method used to connect guanine units with the linkers is the Sonogashira cross-coupling. The structures of all synthesized compounds were confirmed through NMR, IR, and mass spectra.

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