Peptide Hall of Fame

BOBTIDE (Son of Chadtide)

Robert Hughes




Bobtide is the derivative of Chadtide in which Lys9 is trimethylated. Bobtide was studied to investigate the effect of Lys methylation on cation-pi interactions as a mimic for the biological recognition of KMe3 in histone 3 by the protein chromodomain, in which KMe3 is bound in an aromatic cage. The histone 3-chromodomain interaction is known to result in gene silencing. Mutants of Bobtide were also studied to determine the role of aromatic interactions on Arg methylation and Lys acylation.


R. M. Hughes, M. L. Waters*, "Influence of N-Methylation on a Cation-π Interaction Produces a Remarkably Stable β-Hairpin Peptide", J. Am. Chem. Soc., 2005, 127, 6518-9.

R. M. Hughes, M. L. Waters*,"Arginine Methylation in a β-Hairpin Peptide: Implications for Arg-π Interactions, DCp°, and the Cold Denatured State", J. Am. Chem. Soc., 2006, 128, 12735-12742.

R. M. Hughes, M. L. Waters*, "Effects of Lysine Acylation in a β-Hairpin Peptide: Comparison of an Amide-π and a Cation-π Interaction", J. Am. Chem. Soc., 2006, 128, 13586-13591.

R. M. Hughes, K. R. Wiggins, S. Khorasanizadeh, M. L. Waters*, "Molecular Recognition of Trimethyllysine by Chromodomain Is Not Just the Hydrophobic Effect", Proc. Natl. Acad. Sci., USA, 2007, 104, 11184-11188.