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Design and Synthesis of Oligoamide‐Based Double α‐Helix Mimetics
Author(s) -
Kulikov Oleg V.,
Thompson Sam,
Xu Hai,
Incarvito Christopher D.,
Scott Richard T. W.,
Saraogi Ishu,
Nevola Laura,
Hamilton Andrew D.
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201300363
Subject(s) - chemistry , helix (gastropod) , rigidity (electromagnetism) , modular design , structural rigidity , stereochemistry , side chain , crystallography , organic chemistry , polymer , materials science , ecology , geometry , mathematics , snail , computer science , composite material , biology , operating system
An extensive series of bis‐oligobenzamides and bis‐oligopyridylamides have been efficiently prepared and studied by X‐ray analysis and computational methods. A modular synthesis led to double α‐helix mimics bearing between two and ten branched side‐chains. The inter‐helix angle and distance can be tuned by varying the length and rigidity of the spacer, thereby reproducing the recognition domains of a range of super‐secondary structures.