Lysine as helix C-capping residue in a synthetic peptide

Biopolymers
G EspositoG Bodenhausen

Abstract

The structure of the synthetic peptide CH3CO(Leu-Ser-Leu-Leu-Leu-Ser-Leu)3Lys-NH2 in trifluoroethanol/water 60/40 (volume ratio) was characterized by two-dimensional nmr spectroscopy. The peptide, closely related to the amphiphilic helix models designed by W. F. De-Grado and co-workers to mimic protein ion channels [(1988) Science, Vol. 240, p. 1177-1181], folds into a regular helix spanning residues 1-20. Evidence for a helix C-terminal capping conformation, involving the terminal lysine residue, was observed from Overhauser effects and checked for consistency by restrained molecular dynamics simulations. The side-chain amino group of Lys22 forms a hydrogen bond with the carbonyl of Leu18, and the distorted helical geometry of the terminal dipeptide allows the inclusion of a water bridge between the backbone NH of the Lys22 residue and the carbonyls of Leu19 and Ser20.

References

May 27, 1988·Science·J D LearW F DeGrado
Jun 17, 1988·Science·L G Presta, G D Rose
Jun 17, 1988·Science·J S Richardson, D C Richardson
Nov 10, 1995·Science·J W BrysonW F DeGrado
Jun 1, 1994·Nature Structural Biology·S C Li, C M Deber
Dec 1, 1993·Proceedings of the National Academy of Sciences of the United States of America·A ChakrabarttyR L Baldwin

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Citations

Mar 26, 1998·Protein Science : a Publication of the Protein Society·R Aurora, G D Rose
Oct 17, 2002·Protein Science : a Publication of the Protein Society·Jessica J HollenbeckMartha G Oakley
Jun 26, 2007·Chemistry & Biodiversity·Carl R Yamnitz, George W Gokel
Jan 9, 2001·Journal of Peptide Science : an Official Publication of the European Peptide Society·G EspositoA Cattaneo
Aug 6, 1998·Biopolymers·F NastriV Pavone
Feb 7, 2002·Journal of the American Chemical Society·Justin S MillerDaniel S Kemp

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