Phytochemistry p. 1093 - 1098 (1980)
Update date:2022-08-12
Topics:
Leete, Edward
Yu, Ming-Li
DL-Ornithine-<2,3-13C2> was synthesized from acetate-<1-13C> and ethyl acetamidocyanoacetate<2-13C>.This labelled material was mixed with DL-ornithine-<5-14C> and fed to Nicotiana glutinosa plants by the wick method.After 10 days the plants were harvested affording radioactive nicotine and nornicotine (0.14percent and 0.051percent specific incorporations, respectively).Even at these low specific incorporations an examination of their 13C NMR spectra established the incorporation of ornithine symmetrically into the pyrrolidine rings of these alkaloids.Satellites were observable at the signals due to C-2'. 3', 4' and 5' positions, arising by the presence of contiguous carbons at C-2', 3' and C-4', 5'. - Key Word Index: Nicotiana glutinosa; Solanaceae; nicotine; nornicotine; ornithine; 13C NMR spectroscopy; biosynthesis.
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