Selective Targeting of RNA With Small Molecules: Design and Synthesis of Ligands for Selective Binding to RNA Bulges and Hairpin Loops
Meyer, Stephen Todd
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https://hdl.handle.net/2142/84347
Description
Title
Selective Targeting of RNA With Small Molecules: Design and Synthesis of Ligands for Selective Binding to RNA Bulges and Hairpin Loops
Author(s)
Meyer, Stephen Todd
Issue Date
2009
Doctoral Committee Chair(s)
Hergenrother, Paul J.
Department of Study
Chemistry
Discipline
Chemistry
Degree Granting Institution
University of Illinois at Urbana-Champaign
Degree Name
Ph.D.
Degree Level
Dissertation
Keyword(s)
Chemistry, Organic
Language
eng
Abstract
Hairpin loops occur in a region of RNA that doubles back on itself, leaving several unpaired bases at the terminus of a duplexed region. Dimers of 2-deoxystreptamine are known to bind to this class of secondary structure. Certain functionalized napthyridines are also known to display the appropriate donor-acceptor relationship to have a selective hydrogen bonding interaction with guanine. An effort was undertaken to combine these two disparate types of binding to enhance the overall selectivity of the ligand. The resulting compounds extended the methodology for binding to hairpin loops, and expanded the available repertoire for the chemistry of naphthyridines.
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