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A Flavin Analogue with Improved Solubility in Organic Solvents
Ronald L Koder1, Bruce R Lichtenstein, Jose F Cerda
1The Johnson Research Foundation and Department of Biochemistry and Biophysics, the University of Pennsylvania, Philadelphia, PA, 19104.
Abstract:
We report the synthesis and initial electrochemical characterization of a benzene-soluble flavin analogue: N(10)-2,2-dibenzylethyl-7,8-dimethylisoalloxazine (DBF, 1). This analogue, which has an unmodified flavin headgroup, is intended for use in the spectroscopic examination of the electronic effects of flavin hydrogen bonding in simple model systems in aprotic, non-hydrogen bonding solvents. With future spectroscopic studies in mind, we have developed a synthetic route which allows the incorporation of isotopic labels using inexpensive starting materials.
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