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

Othersen O, Waibel R, Lanig H, Gmeiner P, Clark T (2006)

Publication Language: English

Publication Type: Journal article, Original article

Publication year: 2006

Journal

Publisher: American Chemical Society

Book Volume: 110

Pages Range: 24766-24774

Journal Issue: 48

URI: http://pubs.acs.org/doi/abs/10.1021/jp064457s

DOI: 10.1021/jp064457s

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.

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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://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.

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