Strain-Induced “Band Flips” in Cyclodecaamylose and Higher Homologues

Joël Jacob, Daniel Hoffmann, Haruyo Sanbe, Kyoko Koizumi, Steven M. Smith, Takeshi Takaha, Wolfram Saenger

Angewandte Chemie International Edition · 1998 · 71 citations · 0 references

DOIFull text

Open access

Concepts

Abstract

The cavity of the larger molecule has less space for guests! Unlike the structure of the smaller annular cyclodextrins, that of the higher homologues of cycloamyloses (CAs) with more than ten glucose units contains a 90° kink between adjacent glucose residues within one half of the molecule and a 180° band flip between adjacent units in different halves (see depicted section of the CA14 structure) to yield butterfly-shaped structures with narrow, groovelike cavities.