NMR spectroscopic characterization of inclusion complexes comprising cyclodextrins and gallated catechins in aqueous solution : cavity size dependency
Copyright (c) 2008 John Wiley & Sons, Ltd
| Veröffentlicht in: | Magnetic resonance in chemistry : MRC. - 1985. - 47(2009), 4 vom: 05. Apr., Seite 283-7 |
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| Format: | Online-Aufsatz |
| Sprache: | English |
| Veröffentlicht: |
2009
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| Zugriff auf das übergeordnete Werk: | Magnetic resonance in chemistry : MRC |
| Schlagworte: | Journal Article Solutions gamma-Cyclodextrins gallocatechin gallate 0C056HB16M Catechin 8R1V1STN48 epigallocatechin gallate BQM438CTEL Deuterium Oxide mehr... |
| Zusammenfassung: | Copyright (c) 2008 John Wiley & Sons, Ltd The structure of inclusion complexes of gamma-cyclodextrin (gamma-CD), (-)-gallocatechin gallate (GCg), and (-)-epigallocatechin gallate (EGCg) in D(2)O was investigated using several NMR techniques. GCg formed a 1:1 inclusion complex with gamma-CD in which the A and C rings of GCg were inserted deep at the head of the A ring into the gamma-CD cavity from the wide secondary hydroxyl group side. In the 1:1 inclusion complex with GCg and gamma-CD, the GCg moiety maintained a conformation in which the B and B' rings of GCg took both pseudoequatorial positions with respect to the C ring. The structure of the inclusion complex of GCg and gamma-CD obtained from NMR experiments supported well that determined from PM6 semiempirical SCF MO calculations. However, (1)H NMR experiments suggested that EGCg did not form any inclusion complex with gamma-CD in D(2)O. The marked difference between GCg and EGCg in inclusion behavior toward gamma-CD may be explained in terms of the stabilization energy calculated with the PM6 method. |
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| Beschreibung: | Date Completed 12.05.2009 Date Revised 16.11.2017 published: Print Citation Status MEDLINE |
| ISSN: | 1097-458X |
| DOI: | 10.1002/mrc.2383 |