SCRF-DFT and NMR Comparison of Tetracycline and 5a,6-Anhydrotetracycline in Solution

Journal article
(Original article)


Publication Details

Author(s): Othersen O, Waibel R, Lanig H, Gmeiner P, Clark T
Journal: Journal of Physical Chemistry B
Publisher: American Chemical Society
Publication year: 2006
Volume: 110
Journal issue: 48
Pages range: 24766-24774
ISSN: 1520-6106
eISSN: 1520-5207
Language: English


Abstract


A combination of structures, energies, and spectral data calculated using density functional theory (DFT) with experimental NMR data has been used to assign conformational equilibria for tetracycline and 5a,6anhydrotetracycline in water at pH 1, 7, and 10 and in chloroform (5a,6-anhydrotetracycline) and methanol (tetracycline). The results suggest that tetracycline always prefers the extended conformation but that 5a,6anhydrotetracycline exists in water as a mixture of the two conformers and in chloroform exclusively in the twisted conformation. The conformational equilibria are also shown to be pH dependent. © 2006 American Chemical Society.



FAU Authors / FAU Editors

Clark, Timothy apl. Prof. Dr.
Computer-Chemie-Centrum
Gmeiner, Peter Prof. Dr.
Lehrstuhl für Pharmazeutische Chemie
Lanig, Harald PD Dr.
Exzellenz-Cluster Engineering of Advanced Materials
Waibel, Reiner Dr.
Lehrstuhl für Pharmazeutische Chemie


How to cite

APA:
Othersen, O., Waibel, R., Lanig, H., Gmeiner, P., & Clark, T. (2006). SCRF-DFT and NMR Comparison of Tetracycline and 5a,6-Anhydrotetracycline in Solution. Journal of Physical Chemistry B, 110(48), 24766-24774. https://dx.doi.org/10.1021/jp064457s

MLA:
Othersen, Olaf, et al. "SCRF-DFT and NMR Comparison of Tetracycline and 5a,6-Anhydrotetracycline in Solution." Journal of Physical Chemistry B 110.48 (2006): 24766-24774.

BibTeX: 

Last updated on 2018-19-04 at 02:40