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Title:The Utility of 7-Deazaguanine: Part I. High Affinity, High Fidelity Modules for Supramolecular Chemistry, And, Part II. Molecular Recognition of Uracil and Thymine
Author(s):Ong, Hugo Calvin
Doctoral Committee Chair(s):Zimmerman, Steven C.
Department / Program:Chemistry
Degree Granting Institution:University of Illinois at Urbana-Champaign
Subject(s):Chemistry, Organic
Abstract:A water-soluble analogue of the 2-naphthyl-7-DeG host was synthesized and evaluated as a molecular recognition unit to a thymine (T) bulge of a short 10-bp oligomer. The ligand was found to stabilize the T bulge quite significantly (+7.8°C) relative to the C bulge (3.6°C) and A and G bulges (≤ 2.0°C) at 5.0 equivalents, when the bulged base was flanked by guanosines (G's). Furthermore, the ligand did not stabilize the normal duplex under any condition. Control studies suggest that the ligand binds C primarily by intercalation, but binds T by intercalation and hydrogen-bonding. Isothermal titration calorimetry experiments gave a K d of 5.4 +/- 0.6 muM to the T bulge.
Issue Date:2007
Description:139 p.
Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 2007.
Other Identifier(s):(MiAaPQ)AAI3290341
Date Available in IDEALS:2015-09-25
Date Deposited:2007

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