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1. Destabilization of the 3(10)-helix in peptides based on C(alpha)-tetrasubstituted alpha-amino acids by main-chain to side-chain hydrogen bonds

Author

Wolf, Wojciech M., Stasiak, Marcin, Leplawy, Miroslav T., Bianco, Alberto, Formaggio, Fernando, Crisma, Marco, and Toniolo, Claudio

Subjects
Peptides -- Research, Amino acids -- Research, Hydrogen bonding -- Research, Conformational analysis -- Research, Proteins -- Conformation, Chemistry
Abstract

The conformational preferences of a novel C(alpha)-tetrasubstituted alpha-amino acid characterized by concomitant Ci(alpha) - Ci(alpha) cyclization and the presence of two ether oxygen atoms in the gamma-positions of the six-membered ring 1,3-dioxane system were investigated. The homooligopeptide series based on O,O-isopropylidene-alpha-hydroxymethylserine from dimer through pentamer was synthesized. It was found that the extent of regular 3(10)-helix formation in peptides increases as peptide main-chain length increases.

Published
1998

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