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Strain-induced 'band flips' in cyclodecaamylose and higher homologues
Citation
Jacob, J and Gessler, K and Hoffmann, D and Sanbe, H and Koizumi, K and Smith, SM and Takaha, T and Saenger, W, Strain-induced 'band flips' in cyclodecaamylose and higher homologues, Angewandte Chemie International Edition, 37, (5) pp. 606-609. ISSN 1433-7851 (1998) [Refereed Article]
Copyright Statement
Copyright 1998 WILEY-VCH Verlag GmbH
Official URL: http://dx.doi.org/10.1002/(SICI)1521-3773(19980316...
DOI: doi:10.1002/(SICI)1521-3773(19980316)37:5<605::AID-ANIE605>3.0.CO;2-C
Abstract
In the well–known
cyclodextrins, all glucose
units are cis-oriented and
connected by O3···O2´
hydrogen bonds forming
cyclically closed bands.
In larger cyclodextrins
(cycloamyloses) with 10
and more glucoses, strain
induced in the
macrocycle is relieved by
two 180º flips to trans
orientation between
diametrically opposed glucose units. These two
"band flips" are
stabilized by hydrogen
bonds (O3···O5´ and
O3···O6´), and lead to
butterflylike structures.
In the figures,
cyclodextrins with 7 and
14 glucoses are shown;
atoms O2, O3 are red, O6
blue, C6 grey, arrows
mark chain direction, and
dashed lines indicate
hydrogen bonds.
Item Details
| Item Type: | Refereed Article |
|---|---|
| Keywords: | glucose, cycloamylose, alpha-1-4-glucose |
| Research Division: | Biological Sciences |
| Research Group: | Plant biology |
| Research Field: | Plant physiology |
| Objective Division: | Expanding Knowledge |
| Objective Group: | Expanding knowledge |
| Objective Field: | Expanding knowledge in the biological sciences |
| UTAS Author: | Smith, SM (Professor Steven Smith) |
| ID Code: | 101576 |
| Year Published: | 1998 |
| Web of Science® Times Cited: | 69 |
| Deposited By: | Plant Science |
| Deposited On: | 2015-06-26 |
| Last Modified: | 2015-09-21 |
| Downloads: | 0 |
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