We gratefully acknowledge Prof. D. A. Case for helpful discussions with regards to the computer programs Spartan'06 and Gaussian 03. Financial support for this work was provided by the National Institutes of Health (USA), the Skaggs Institute of Chemical Biology, and the National Science Foundation (predoctoral fellowship to M.O.F.).
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Essay
On the Structure of Maitotoxin†
Article first published online: 27 APR 2007
DOI: 10.1002/anie.200604656
Copyright © 2007 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Nicolaou, K. C. and Frederick, Michael O. (2007), On the Structure of Maitotoxin. Angew. Chem. Int. Ed., 46: 5278–5282. doi: 10.1002/anie.200604656
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Publication History
- Issue published online: 2 JUL 2007
- Article first published online: 27 APR 2007
Funded by
- National Institutes of Health
- Skaggs Institute of Chemical Biology
- National Science Foundation
- Abstract
- Article
- References
- Cited By
Keywords:
- biosynthesis;
- density functional calculations;
- NMR spectroscopy;
- stereochemistry;
- structure elucidation
The right way round? Biosynthetic considerations have put the reported structure of maitotoxin in doubt, in particular the stereochemistry of its J/K ring junction (C51/C52, see structure). Further considerations on the basis of computational techniques lead, however, to the conclusion that the originally proposed structure is most likely correct.