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Full-Text Articles in Physical Sciences and Mathematics
Solid-Phase Synthesis Of Peptide−Viologen Conjugates, Joseph Reczek, Elisa Rebolini, Adam Urbach
Solid-Phase Synthesis Of Peptide−Viologen Conjugates, Joseph Reczek, Elisa Rebolini, Adam Urbach
Adam R Urbach
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.
Benzobis(Imidazolium)–Cucurbit[8]Uril Complexes For Binding And Sensing Aromatic Compounds In Aqueous Solution, Frank Biedermann, Urs Rauwald, Monika Cziferszky, Kyle Williams, Lauren Gann, Bi Guo, Adam Urbach, Christopher Bielawski, Oren Scherman
Benzobis(Imidazolium)–Cucurbit[8]Uril Complexes For Binding And Sensing Aromatic Compounds In Aqueous Solution, Frank Biedermann, Urs Rauwald, Monika Cziferszky, Kyle Williams, Lauren Gann, Bi Guo, Adam Urbach, Christopher Bielawski, Oren Scherman
Adam R Urbach
The utilities of benzobis(imidazolium) salts (BBIs) as stable and fluorescent components of supramolecular assemblies involving the macrocyclic host, cucurbit[8]uril (CB[8]), are described. CB[8] has the unusual ability to bind tightly and selectively to two different guests in aqueous media, typically methyl viologen (MV) as the first guest, followed by an indole, naphthalene, or catechol-containing second guest. Based on similar size, shape, and charge, tetramethyl benzobis(imidazolium) (MBBI) was identified as a potential alternative to MV that would increase the repertoire of guests for cucurbit[8]uril. Isothermal titration calorimetry (ITC) studies showed that MBBI binds to CB[8] in a 1:1 ratio with an …