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B6db references: 28763571

type Journal Article
authors Fricke J, Blei F, Hoffmeister D
title Enzymatic Synthesis of Psilocybin
journal Angew Chem Int Ed Engl
sel selected
ui 28763571
year (2017)
volume 56
number 40
pages 12352-12355
keywords biosynthesis; enzymes; kinases; natural products; psilocybin
abstract Psilocybin is the psychotropic tryptamine-derived natural product of Psilocybe carpophores, the so-called "magic mushrooms". Although its structure has been known for 60 years, the enzymatic basis of its biosynthesis has remained obscure. We characterized four psilocybin biosynthesis enzymes, namely i) PsiD, which represents a new class of fungal l-tryptophan decarboxylases, ii) PsiK, which catalyzes the phosphotransfer step, iii) the methyltransferase PsiM, catalyzing iterative N-methyl transfer as the terminal biosynthetic step, and iv) PsiH, a monooxygenase. In a combined PsiD/PsiK/PsiM reaction, psilocybin was synthesized enzymatically in a step-economic route from 4-hydroxy-l-tryptophan. Given the renewed pharmaceutical interest in psilocybin, our results may lay the foundation for its biotechnological production.
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