Enzymatic route toward 6‐methylated baeocystin and psilocybin. Fricke, J.; Sherwood, A.; Kargbo, R.; Orry, A.; Blei, F.; Naschberger, A.; Rupp, B.; and Hoffmeister, D. ChemBioChem, John Wiley & Sons, Ltd, 5, 2019.
Enzymatic route toward 6‐methylated baeocystin and psilocybin [link]Website  abstract   bibtex   
Psilocybin and its direct precursor baeocystin are indole alkaloids of psychotropic Psilocybe mushrooms. The pharmaceutical interest in psilocybin as a treatment option against depression and anxiety is currently investigated in advanced clinical trials. Here, we report on a biocatalytic route to synthesize 6‐methylated psilocybin and baeocystin from 4‐hydroxy‐6‐methyl‐L‐tryptophan which was decarboxylated and phosphorylated by the Psilocybe cubensis biosynthesis enzymes PsiD and PsiK. N‐methylation was catalyzed by PsiM. We further present an in silico structural model of PsiM that revealed a well‐conserved SAM‐binding core along with peripheral non‐conserved elements that likely govern substrate preferences.
@article{
 title = {Enzymatic route toward 6‐methylated baeocystin and psilocybin},
 type = {article},
 year = {2019},
 identifiers = {[object Object]},
 pages = {cbic.201900358},
 websites = {https://onlinelibrary.wiley.com/doi/abs/10.1002/cbic.201900358},
 month = {5},
 publisher = {John Wiley & Sons, Ltd},
 day = {31},
 id = {5d84a4ca-6cb7-3197-8f1a-328421ee854c},
 created = {2019-07-27T17:03:19.867Z},
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 abstract = {Psilocybin and its direct precursor baeocystin are indole alkaloids of psychotropic Psilocybe mushrooms. The pharmaceutical interest in psilocybin as a treatment option against depression and anxiety is currently investigated in advanced clinical trials. Here, we report on a biocatalytic route to synthesize 6‐methylated psilocybin and baeocystin from 4‐hydroxy‐6‐methyl‐L‐tryptophan which was decarboxylated and phosphorylated by the Psilocybe cubensis biosynthesis enzymes PsiD and PsiK. N‐methylation was catalyzed by PsiM. We further present an in silico structural model of PsiM that revealed a well‐conserved SAM‐binding core along with peripheral non‐conserved elements that likely govern substrate preferences.

},
 bibtype = {article},
 author = {Fricke, Janis and Sherwood, Alexander and Kargbo, Robert and Orry, Andrew and Blei, Felix and Naschberger, Andreas and Rupp, Bernhard and Hoffmeister, Dirk},
 journal = {ChemBioChem}
}
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