Über die Biosynthese der Alkaloide in Nuphar luteum

Abstract

Es wurde die Biosynthese des Thionbinupharidins in Nuphar luteum mit Hilfe radioaktiv markierter Vorstufen durchgeführt. Cadaverin‐[1,5‐14C] zeigte eine Einbaurate von 0,061% und Mevalonsäure‐[3,4‐14C] eine von 0,048%. Der Abbau durch Kuhn‐Roth‐Oxydation ergab einen spezifischen Einbau der Mevalonsäure‐[3,4‐14C], aber eine unspezifische Cadaverin‐[1,5‐14C]‐Inkorporierung.

Nonsymmetric formation of Δ1-piperideine from lysine in plants via a bacterial-like PLP-dependent enzyme

“…It has been proposed that a PLP-bound cadaverine could act as the nonsymmetrical intermediate in the non-symmetric pathway 24 . Lycopodium 25 and lupin 26 alkaloid labelling shows a symmetric pathway, in line with the two enzymes discovered and the intermediacy of cadaverine. In contrast, the securinine 14 and anabasine 27 pathways have been found to proceed via a non-symmetric pathway.…”

Biosynthesis of sesquiterpenes

“…The only reported study of the biosynthesis of this group of compounds is by Schutte and co-workers who made a preliminary study of the formation of the dimeric compound, thiobinupharidine (70), in Nuphar luteum, 213 Cadaverine was not a direct precursor of the piperidine rings, whereas [2-14C]-and [3,4-14C]mevalonates (6) were each specifically incorporated. The derivation from a 15-carbon precursor remains to be demonstrated, since at the time of the biosynthetic work the correct structure of thiobinupharidine (70) was not known.…”