A Highly Efficient Type I beta-Turn Mimetic Simulating an Asx-Pro-Turn-Like Structure

作者：Pinsker Andrea; Einsiedel Juergen; Haerterich Steffen; Waibel Reiner; Gmeiner Peter^*

来源：Organic Letters, 2011, 13(13): 3502-3505.

DOI：10.1021/ol201313q

Asx-Pro-turns have been identified with high frequency in protein structures nucleating type I beta-turns. By bridging the amino acid side chain in position i with a nitrogen substituent in position i+2 by ring-closing olefin metathesis (RCM), peptide mimetics of type 1 could be developed. NMR based conformational investigations indicated a stable intramolecular H-bond constraining a U-turn conformation that was predicted to simulate a type I beta-turn.

• 出版日期2011-7-1