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Synthesis of an Oxazole–Pyrrole–Piperazine Scaffold as an α‐Helix Mimetic
Author(s) -
Moisan Lionel,
Odermatt Severin,
Gombosuren Naran,
Carella Alexandre,
Rebek Julius
Publication year - 2008
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.200701164
Subject(s) - oxazole , chemistry , piperazine , scaffold , pyrrole , combinatorial chemistry , helix (gastropod) , solubility , stereochemistry , organic chemistry , snail , biomedical engineering , biology , medicine , ecology
The synthesis of nonpeptidic α‐helix mimetics based on a tricyclic oxazole–pyrrole–piperazine scaffold is described. The scaffold presents both a hydrophobic surface for recognition and a hydrophilic edge that enhances solubility. The synthesis is highly modular and allows the targeting of a range of protein–protein interactions involving α‐helices. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)