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Chiral Centers in the Side Chains of α‐Amino Acids Control the Helical Screw Sense of Peptides
Author(s) -
Tanaka Masakazu,
Demizu Yosuke,
Doi Mitsunobu,
Kurihara Masaaki,
Suemune Hiroshi
Publication year - 2004
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200460420
Subject(s) - side chain , chirality (physics) , asymmetric carbon , oligopeptide , stereochemistry , amino acid , chemistry , sense (electronics) , chain (unit) , peptide , physics , organic chemistry , biochemistry , chiral symmetry , particle physics , optically active , polymer , astronomy , nambu–jona lasinio model , quark
Chirality on the side suffices : The screw sense of 3 10 ‐ and α‐helices formed by the oligopeptides 1 , which have no α‐carbon chiral centers, is controlled by the chiral centers in their side chains. These results imply that just the side chain chiral centers of isoleucine and threonine would affect the secondary structure of their oligopeptides.