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Quaternary Centres as a Tool for Modulating Foldamer Conformation
Author(s) -
Galeazzi Roberta,
Martelli Gianluca,
Mazzanti Andrea,
Orena Mario,
Rinaldi Samuele
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201102103
Subject(s) - foldamer , helix (gastropod) , stereochemistry , carboxylic acid , chemistry , biochemistry , biology , zoology , gastropoda
Centre refold : (3 R ,4 S ,1′ S )‐4‐Amino‐1‐(1′‐(4‐methoxyphenyl)ethyl)‐3‐methyl‐5‐oxopyrrolidine‐3‐carboxylic acid (AMMOPC) gives a foldamer with an 8‐helix conformation. When it was inserted in the 12‐helix foldamer of (3 R ,4 S ,1′ S )‐4‐amino‐1‐(1′‐(4‐methoxyphenyl)ethyl)‐5‐oxo‐pyrrolidine‐3‐carboxylic acid (AMOPC), it locally induced formation of an 8‐helix conformation (see figure).