ISSN:
0749-1581
Keywords:
Amanitin isomers
;
1H, 13C, 15N 2D NMR
;
Conformational analysis
;
Biological activity
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The 1H, 13C and 15N NMR spectra of α-, β- and γ-amanitins and amaninamide were recorded at 11.7 T and analysed by various two-dimensional (2D) NMR spectroscopic techniques. All diastereotopic protons were assigned, and the side-chain conformations and the conformation of the hydroxyproline residue were determined. The observed 15N chemical shifts are caused by non-bonded interactions of the peptide nitrogens. 1H, 13C and 15N data are complementary to each other and show that the conformation of β-amanitin is slightly different from that of the other isomers, in accordance with the lower toxicity. The NOESY and carbonyl 13C—1H chemical shift diagrams confirm the closeness of the conformations of amanitins in DMSO solution to that of β-amanitin in the crystalline state.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260270216
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