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Enhancing Hoogsteen interactions: a pyrrole-containing purine nucleoside that competes with guanosine self-assembly
Jonathan L Sessler1, Janarthanan Jayawickramarajah, Courtney L Sherman
1Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, 1 University Station A5300, The University of Texas at Austin, Austin, TX 78712-0165, USA. sessler@mail.utexas.edu
Abstract:
A pyrrole-appended purine nucleoside 1 is described that can form an "extended" three-point Hoogsteen-type interaction due to the stabilization of the donor-acceptor-acceptor (DAA) motif. Nucleoside 1 is shown to bind guanosine 10 (a classic ADD motif) to form ensemble I. This interaction competes effectively with guanosine self-assembly and, as such, is capable of disrupting guanosine quadruplex formation.
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