Tetrahedron

Oligomers of β-amino acid bearing non-planar amides form ordered structures

…, N Kobayashi, M Uchiyama, K Yamaguchi, T Ohwada

Index: Otani, Yuko; Futaki, Shiroh; Kiwada, Tatsuto; Sugiura, Yukio; Muranaka, Atsuya; Kobayashi, Nagao; Uchiyama, Masanobu; Yamaguchi, Kentaro; Ohwada, Tomohiko Tetrahedron, 2006 , vol. 62, # 50 p. 11635 - 11644

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Citation Number: 25

Abstract

In this report, we explore the feasibility of using bicyclic chiral β-amino acids,(1R, 2R, 4S)- and (1S, 2S, 4R)-7-azabicyclo [2.2. 1] heptane-2-carboxylic acid (R-Ah2c and S-Ah2c, respectively), to prepare novel peptides with unique properties. Facile cis–trans isomerization of the non-planar amide bonds of these β-amino acids should result in great flexibility of the backbone structure of β-peptides containing them. Indeed, oligomers of ...