Biosynthesis of Psilocybin Part II*, Incorporation of Labelled Tryptamine Derivatives
نویسندگان
چکیده
The biosynthesis of psilocybin has been investigated by feeding labelled precursors to Psilocybe cubensis. The following specifically labelled compounds were synthesized: psilocin-H, 4hydroxytryptamine-, N,N-dimethyltryptamine-C and --H, N-methyltryptamine-C-H and DLtryptophan-H. A number of other indoles were labelled by acid catalyzed exchange in tritiated water. The experimental data suggest a sequence: tryptophan → tryptamine → Nmethyltryptamine → N,N-dimethyltryptamine → psilocin → psilocybin. The fungus can also by an alternative route convert 4-hydroxytryptamine to psilocybin. Large differences in the rate of absorption of different closely related precursors has been observed.
منابع مشابه
Biotransformation of tryptamine derivatives in mycelial cultures of Psilocybe.
Mycelial cultures of Psilocybe cubensis capable of forming psilocybin and psilocin de novo display a high capacity for hydroxylation of tryptamine derivatives at the 4-position. A specific biotransformation of added synthetic N,N-diethyl-tryptamine was found. Thus high amounts of 4-hydroxy-N,N-diethyltryptamine (up to 3.3%) and a minor quantity of 4-phosphoryloxy-N,N-diethyltryptamine (0.01-0.8...
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