Zur biosynthese der tropanalkaloide VI.

Liebisch, H.-W.; Maier, W.; Schütte, H. R.

doi:10.1016/s0040-4039(00)90290-9

Cited by 21 publications

(3 citation statements)

References 12 publications

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“…The location of deuterium in the ultimate nicotine was determined by 2H-NMR spectroscopy. N-Methylputrescine has been established as a direct precursor of the iminium salt and the alkaloids derived from it (24)(25)(26). As expected, it is incorporated unsymmetrically into the ultimate alkaloids.…”

Section: Nh2mentioning

confidence: 69%

“…Oddly the hyoscyamine and scopolamine isolated from these A. belladonna plants, which were fed the '4C-or 3H-ornithines, were unlabeled. [2-14C, N-methyl-14C]-a-N-Methylornithine (25) did not serve as a precursor ofhyoscyamine when fed to Datura stramonium plants (27). When this same compound was fed to tobacco plants (28), the resultant nicotine was labeled at C-2' and C-5' (equal labeling) and on its Nmethyl group.…”

Section: Nh2mentioning

confidence: 95%

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Recent Developments in the Biosynthesis of the Tropane Alkaloids¹

Leete¹

1990

Planta Med

112

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All the experimental evidence is consistent with the 1-methyl-A 1-pyrrolinium salt (30) being a precursor of the tropane nucleus. The various biosynthetic routes which have been established for its formation are summarized in Fig. 4. Initially it was thought that the double bond in the iminium salt could isomerize between its C-2 and C-5 positions, which would result in the scrambling of any isotopic label (e.g. 14C

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Section: Nh2mentioning

confidence: 69%

Section: Nh2mentioning

confidence: 95%

Recent Developments in the Biosynthesis of the Tropane Alkaloids¹

Leete¹

1990

Planta Med

112

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“…Bei den Acetylglucosiden bzw. Acetylgliicosylestern der Gibberellinreihe wurden erfolgreich Enzyme fur die Entfernung der Acetylgruppen eingesetzt [7], [8].…”

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