Strain-Induced "Band Flips" in Cyclodecaamylose and Higher Homologues

Joël Jacob; Katrin Geßler; Daniel Hoffmann; Haruyo Sanbe; Kyoko Koizumi; Steven M Smith; Takeshi Takaha; Wolfram Saenger

doi:10.1002/(SICI)1521-3773(19980316)37:5<605::AID-ANIE605>3.0.CO;2-C

Strain-Induced "Band Flips" in Cyclodecaamylose and Higher Homologues

Angew Chem Int Ed Engl. 1998 Mar 16;37(5):605-609. doi: 10.1002/(SICI)1521-3773(19980316)37:5<605::AID-ANIE605>3.0.CO;2-C.

Authors

Joël Jacob¹, Katrin Geßler¹, Daniel Hoffmann², Haruyo Sanbe³, Kyoko Koizumi³, Steven M Smith⁴, Takeshi Takaha⁵, Wolfram Saenger¹

Affiliations

¹ Institut für Kristallographie der Freien Universität, Takustrasse 6, D-14195 Berlin (Germany), Fax: (+49) 30-838-6702.
² GMD-SCAI, Schloss Birlinghoven, Sankt Augustin (Germany).
³ School of Pharmaceutical Sciences, Mukogawa Women's University, Hyogo (Japan).
⁴ Institute of Cell and Molecular Biology, University of Edinburgh (UK).
⁵ Biochemical Research Laboratory, Ezaki Glico Co., Ltd., Osaka (Japan).

PMID: 29711068
DOI: 10.1002/(SICI)1521-3773(19980316)37:5<605::AID-ANIE605>3.0.CO;2-C

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.

Keywords: Conformation analysis; Cyclodextrins; Structure elucidation.