Enzymatische Synthese von Psilocybin
Janis Fricke, Felix Blei, Dirk Hoffmeister
Angewandte Chemie August 1, 2017 DOI: 10.1002/ange.201705489 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Experimental study Peer reviewed |
|---|---|
| Topics | Psilocybin |
| Keywords | Molecular biology Stereochemistry |
| Citations | 26 |
| Key findings | Four enzymes—PsiD, PsiK, PsiM, and PsiH—catalyze the biosynthesis of psilocybin, and a combined reaction with three of them produced psilocybin from 4-hydroxy-L-tryptophan. |
Abstract
Abstract Psilocybin ist der psychotrope, vom Tryptamin abgeleitete Naturstoff der Psilocybe‐Fruchtkörper, der so genannten “Zauberpilze”. Obwohl dessen Struktur seit 60 Jahren bekannt ist, blieb die enzymatische Grundlage ihrer Biosynthese ungeklärt. Wir charakterisierten vier Psilocybin‐Biosyntheseenzyme, nämlich i) PsiD, welches zu einer neuen Klasse pilzlicher l ‐Tryptophan‐Decarboxylasen gehört, ii) PsiK, welches den Phosphotransfer‐Schritt katalysiert, iii) die Methyltransferase PsiM, welche einen wiederholten N‐Methyltransfer als abschließenden Biosyntheseschritt katalysiert, sowie iv) PsiH, eine Monooxygenase. In einer kombinierten Reaktion mit PsiD, PsiK und PsiM wurde Psilocybin vom 4‐Hydroxy‐ l ‐tryptophan ausgehend nach einer schrittökonomischen Route synthetisiert. Angesichts des wieder aufkommenden pharmazeutischen Interesses an Psilocybin könnten unsere Ergebnisse die Grundlage für dessen biotechnologische Produktion schaffen.
Comparable studies
Other experimental studies on psilocybin, most cited first.
| Study | Year | Design | Participants |
|---|---|---|---|
| Psilocybin induces schizophrenia-like psychosis in humans via a serotonin-2 agonist action Healthy human volunteers | 1998 | Experimental study | |
| Validation of the revised Mystical Experience Questionnaire in experimental sessions with psilocybin Participants in controlled laboratory experiments receiving a moderate to high oral... | 2015 | Validation study using pooled data from five laboratory experiments | n = 184 |
| Broadband Cortical Desynchronization Underlies the Human Psychedelic State Healthy human participants | 2013 | Experimental study | |
| Long-term follow-up of psilocybin-assisted psychotherapy for psychiatric and existential distress in patients with life-threatening cancer Participants with cancer-related psychiatric distress who completed a parent randomized... | 2020 | Long-term within-subjects follow-up analysis | n = 15 |
| Enzymatic Synthesis of Psilocybin | 2017 | Laboratory study |
Citations in the library
Cited by 20
- Simultaneous Production of Psilocybin and a Cocktail of β‐Carboline Monoamine Oxidase Inhibitors in “Magic” Mushrooms Chemistry - A European Journal November 14, 2019
- Ibotenic Acid Biosynthesis in the Fly Agaric Is Initiated by Glutamate Hydroxylation. Angewandte Chemie International Edition July 20, 2020
- Injury‐Triggered Blueing Reactions of Psilocybe “Magic” Mushrooms Angewandte Chemie International Edition November 14, 2019
- Production Options for Psilocybin: Making of the Magic Chemistry - A European Journal July 16, 2018
- Biocatalytic Production of Psilocybin and Derivatives in Tryptophan Synthase‐Enhanced Reactions Chemistry - A European Journal May 11, 2018
and 15 more in the library
Cites 9
- Pilot Study of Psilocybin Treatment for Anxiety in Patients With Advanced-Stage Cancer Archives of General Psychiatry September 7, 2010
- Pilot study of the 5-HT2AR agonist psilocybin in the treatment of tobacco addiction Journal of Psychopharmacology September 11, 2014
- Acute psychological and physiological effects of psilocybin in healthy humans: a double-blind, placebo-controlled dose?effect study Psychopharmacology March 1, 2004
- Psilocybin und Psilocin, zwei psychotrope Wirkstoffe aus mexikanischen Rauschpilzen Helvetica Chimica Acta 1959
- Enzymatic Formation of Psychotomimetic Metabolites from Normally Occurring Compounds Science August 4, 1961
and 4 more in the library