Über die Herkunft der Seitenkette im d-Lysergsäure-methylcarbinolamid

Abstract

Using a strain of Claviceps paspali Mar 488 it has been shown that alanine-2-C 14 is incorporated with high efficiency in the carbinol amide moiety of D-Lysergic acid-α-hydroxyethylamide=II. After feeding of ᴅʟ-alanine- 15 N, DL-aspartic acid- 15 N and ʟ-glutamine-CO- 15 NH 2 the highest specific incorporation rate was observed with DL-alanine- 15 N. Short term experiments with ᴅ,ʟ-alanine- 15 N revealed, that the greater part of the 15 N-excess is localized in the N-atom of the side-chain of II. The carbinolamide moiety of the isolated alkaloid arises probably from alanine or a closely related compound.