Conformationally constrained macrocycles that mimic tripeptide β-strands in water and aprotic solvents

…, MJ Kelso, MJ Scanlon, DP Fairlie

Index: Reid, Robert C.; Kelso, Michael J.; Scanlon, Martin J.; Fairlie, David P. Journal of the American Chemical Society, 2002 , vol. 124, # 20 p. 5673 - 5683

Full Text: HTML

Citation Number: 60

Abstract

The β-strand conformation is unknown for short peptides in aqueous solution, yet it is a fundamental building block in proteins and the crucial recognition motif for proteolytic enzymes that enable formation and turnover of all proteins. To create a generalized scaffold as a peptidomimetic that is pre-organized in a β-strand, we individually synthesized a series of 15-22-membered macrocyclic analogues of tripeptides and analyzed their structures. ...