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Structure of the Adduct of Alantolactone with (Z)-L-Cys-Ala-OMe; 1H and 13C Assignment of the Alantolactone Moiety by NMR at 14 T

✍ Scribed by Mauro Ginanneschi; Mario Chelli; Anna Maria Papini; Daniela Pinzani; Gianfranco Rapi


Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
434 KB
Volume
34
Category
Article
ISSN
0749-1581

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✦ Synopsis


Analysis of the 'H-'H NOE

effects observed for S-(11,13-dihydroalantolacton-13-yl)-~-cysteinyl-~-alanine methyl ester in (CD3),S0 at 14 T showed that the 7-and ll-protons are in cis positions. The distances between 7-, 8-and ll-protons of the adduct were derived by a semi-quantitative approach based on analysis of NOESY cross peaks and a computed molecular model. The simulated 'H spectrum of the alantolactone moiety is in excellent agreement with the experimental data. The complete assignments of the "C signals of alantolactone, its peptide adduct and four dipeptide precursors are based on one-and two-dimeusional 'H-% NMR techniques.