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Solid-Phase Synthesis of Peptide−Viologen Conjugates
Journal of Organic Chemistry
  • Joseph J Reczek
  • Elisa Rebolini
  • Adam R Urbach, Trinity University
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This paper presents a robust method for the conjugation of viologens to peptides using an amide coupling strategy that is compatible with standard Fmoc solid-phase peptide synthesis. Methodology is presented for monitoring the milligram scale process quantitatively by UV spectroscopy. This chemistry enables the synthesis of a broad range of asymmetric viologens in high yield at room temperature and is compatible with a wide range of functional groups, including amine, guanidinyl, thiol, carboxylic acid, phenol, and indole.
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Reczek, J. J., Rebolini, E., & Urbach, A. R. (2010). Solid-phase synthesis of peptide-viologen conjugates. Journal of Organic Chemistry, 75, 2111-2114. doi: 10.1021/jo100018f