Coumarin base-pair replacement as a fluorescent probe of ultrafast DNA dynamics |
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Authors: | Robert S. Coleman Mark A. Berg |
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Affiliation: | a Department of Chemistry, The Ohio State University, Columbus, OH 43210, USA b Department of Chemistry and Biochemistry, University of South Carolina, Columbia, SC 29208, USA |
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Abstract: | The design and synthesis of a novel coumarin C-riboside are described, and is based on the well-known photoprobe Coumarin 102. A diastereofacial selective Heck coupling between a furanoid glycal and a coumarin triflate provided a method for glycoside formation. The coumarin C-glycoside was incorporated synthetically into DNA oligomers, and was used to probe ultrafast dynamics of duplex DNA using time-resolved Stokes shift methods. |
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