Semiempirical AM1 and ab initio parameters of the lethal cyclopeptides α-amanitin and its related thioether, S-sulphoxide, sulphone, and o-methyl derivative
The electronic structures and conformational analysis of the toxic cyclopeptides, α-amanitin (I), O-methyl-α-amanitin (II), S-deoxo-α-amanitin (III), α-amanitin-(S)-sulphoxide (IV) and α-amanitin sulphone (V) were obtained for the first time from molecular parameters on the basis of AM1 and ab initi...
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todo:paper_01661280_v536_n2-3_p243_Pomilio2023-10-03T15:03:28Z Semiempirical AM1 and ab initio parameters of the lethal cyclopeptides α-amanitin and its related thioether, S-sulphoxide, sulphone, and o-methyl derivative Pomilio, A.B. Battista, M.E. Vitale, A.A. α-amanitin α-amanitin sulphone α-amanitin-(S)-sulphoxide AM1 and ab initio studies O-methyl-α-amanitin S-deoxo-α-amanit in alpha amanitin alpha amanitin sulfone alpha amanitin sulfoxide amanitin deoxo alpha amanitin o methyl alpha amanitin unclassified drug Amanita phalloides article conformation dipole geometry mathematical computing stereochemistry structure analysis toxin analysis The electronic structures and conformational analysis of the toxic cyclopeptides, α-amanitin (I), O-methyl-α-amanitin (II), S-deoxo-α-amanitin (III), α-amanitin-(S)-sulphoxide (IV) and α-amanitin sulphone (V) were obtained for the first time from molecular parameters on the basis of AM1 and ab initio methods. Stereochemical changes, total energy, MEPs, MO calculations and dipole moments were calculated. Both semiempirical and ab initio methods have been compared, showing to be in good agreement. Limitations of the methods are discussed in each case. Binding and toxicity can be thus satisfactorily explained by the results, showing that stereochemical as well as electronic factors are involved. © 2001 Elsevier Science B.V. Fil:Pomilio, A.B. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Vitale, A.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_01661280_v536_n2-3_p243_Pomilio |
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Universidad de Buenos Aires |
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I-28 |
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R-134 |
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
α-amanitin α-amanitin sulphone α-amanitin-(S)-sulphoxide AM1 and ab initio studies O-methyl-α-amanitin S-deoxo-α-amanit in alpha amanitin alpha amanitin sulfone alpha amanitin sulfoxide amanitin deoxo alpha amanitin o methyl alpha amanitin unclassified drug Amanita phalloides article conformation dipole geometry mathematical computing stereochemistry structure analysis toxin analysis |
| spellingShingle |
α-amanitin α-amanitin sulphone α-amanitin-(S)-sulphoxide AM1 and ab initio studies O-methyl-α-amanitin S-deoxo-α-amanit in alpha amanitin alpha amanitin sulfone alpha amanitin sulfoxide amanitin deoxo alpha amanitin o methyl alpha amanitin unclassified drug Amanita phalloides article conformation dipole geometry mathematical computing stereochemistry structure analysis toxin analysis Pomilio, A.B. Battista, M.E. Vitale, A.A. Semiempirical AM1 and ab initio parameters of the lethal cyclopeptides α-amanitin and its related thioether, S-sulphoxide, sulphone, and o-methyl derivative |
| topic_facet |
α-amanitin α-amanitin sulphone α-amanitin-(S)-sulphoxide AM1 and ab initio studies O-methyl-α-amanitin S-deoxo-α-amanit in alpha amanitin alpha amanitin sulfone alpha amanitin sulfoxide amanitin deoxo alpha amanitin o methyl alpha amanitin unclassified drug Amanita phalloides article conformation dipole geometry mathematical computing stereochemistry structure analysis toxin analysis |
| description |
The electronic structures and conformational analysis of the toxic cyclopeptides, α-amanitin (I), O-methyl-α-amanitin (II), S-deoxo-α-amanitin (III), α-amanitin-(S)-sulphoxide (IV) and α-amanitin sulphone (V) were obtained for the first time from molecular parameters on the basis of AM1 and ab initio methods. Stereochemical changes, total energy, MEPs, MO calculations and dipole moments were calculated. Both semiempirical and ab initio methods have been compared, showing to be in good agreement. Limitations of the methods are discussed in each case. Binding and toxicity can be thus satisfactorily explained by the results, showing that stereochemical as well as electronic factors are involved. © 2001 Elsevier Science B.V. |
| format |
JOUR |
| author |
Pomilio, A.B. Battista, M.E. Vitale, A.A. |
| author_facet |
Pomilio, A.B. Battista, M.E. Vitale, A.A. |
| author_sort |
Pomilio, A.B. |
| title |
Semiempirical AM1 and ab initio parameters of the lethal cyclopeptides α-amanitin and its related thioether, S-sulphoxide, sulphone, and o-methyl derivative |
| title_short |
Semiempirical AM1 and ab initio parameters of the lethal cyclopeptides α-amanitin and its related thioether, S-sulphoxide, sulphone, and o-methyl derivative |
| title_full |
Semiempirical AM1 and ab initio parameters of the lethal cyclopeptides α-amanitin and its related thioether, S-sulphoxide, sulphone, and o-methyl derivative |
| title_fullStr |
Semiempirical AM1 and ab initio parameters of the lethal cyclopeptides α-amanitin and its related thioether, S-sulphoxide, sulphone, and o-methyl derivative |
| title_full_unstemmed |
Semiempirical AM1 and ab initio parameters of the lethal cyclopeptides α-amanitin and its related thioether, S-sulphoxide, sulphone, and o-methyl derivative |
| title_sort |
semiempirical am1 and ab initio parameters of the lethal cyclopeptides α-amanitin and its related thioether, s-sulphoxide, sulphone, and o-methyl derivative |
| url |
http://hdl.handle.net/20.500.12110/paper_01661280_v536_n2-3_p243_Pomilio |
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