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Enhancement of the helical content and stability induced in a linear oligopeptide by an i, i + 4 intramolecularly double stapled, overlapping, bicyclic [31, 22, 5]‐( E )ene motif
Author(s) -
Mazzier Daniela,
Peggion Cristina,
Toniolo Claudio,
Moretto Alessandro
Publication year - 2014
Publication title -
peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.22438
Subject(s) - chemistry , intramolecular force , oligopeptide , bicyclic molecule , stereochemistry , helix (gastropod) , peptide , side chain , crystallography , biochemistry , organic chemistry , polymer , biology , ecology , snail
Two consecutive i, i +4 intramolecular, side chain‐to‐side chain, macrocyclizations of different type carried out on a preformed, partially helical peptide result in a largely predominant, double stapled, overlapping, bicyclic [31,22,5]‐(E)ene motif. A detailed ECD and NMR conformational study revealed a significant enhancement of the original helical content and stability, accompanied by an increase of the α‐helix amount over that of the 3 10 ‐helix. © 2013 Wiley Periodicals, Inc. Biopolymers (Pept Sci) 102: 115–123, 2014.