Conformational analysis of N-arachidonylethanolamide (anandamide) using nuclear magnetic resonance and theoretical calculations |
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| Authors: | C. Bonechi A. Brizzi V. Brizzi M. Francioli A. Donati C. Rossi |
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| Affiliation: | 1. Department of Chemical and Biosystem Sciences, University of Siena, Via E. Bastianini 12, 53100 Siena, Italy;2. Department Pharmaceutical Chemistry, University of Siena, Via A. Moro, 53100 Siena, Italy |
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| Abstract: | The conformational properties of cis-5,8,11,14-eicosatetraenoylethanolamide (anandamide) were analysed by the combined use of NMR experimental results plus molecular simulations. The structure of anandamide was found to be a predominantly linear with a seven-atom ring of the ethanolamine group having a hydrogen bond which stabilizes the molecule. The vinylic group present has a cis conformation in solution. The terminal chain has a linear conformation and undergoes isotropic fast motion typical of this structure. Copyright © 2001 John Wiley & Sons, Ltd. |
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| Keywords: | NMR 1H NMR 13C NMR anandamide conformational study theoretical calculation |
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