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High‐field 2D NMR spectroscopy of amanitin isomers
Author(s) -
Pehk T.,
Haga M.,
Vija H.,
Lippmaa E.
Publication year - 1989
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260270216
Subject(s) - chemistry , two dimensional nuclear magnetic resonance spectroscopy , chemical shift , nuclear magnetic resonance spectroscopy , residue (chemistry) , stereochemistry , crystallography , nmr spectra database , spectroscopy , side chain , spectral line , organic chemistry , physics , quantum mechanics , astronomy , polymer
The 1 H, 13 C and 15 N 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 15 N chemical shifts are caused by non‐bonded interactions of the peptide nitrogens. 1 H, 13 C and 15 N 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 13 C 1 H chemical shift diagrams confirm the closeness of the conformations of amanitins in DMSO solution to that of β‐amanitin in the crystalline state.