Summary
Psilocybin, a psychotropic compound found in "magic mushrooms," can be synthesised by various chemical processes. One approach involves the use of lithium aluminum hydride, anhydrous tetrahydrofuran, and Na2SO4 for synthesising psilocybin from psilocin, a naturally occurring compound in mushrooms, as described in Summary 2. This modification process was reported by Kargbo et al. Alternatively, psilocybin biosynthesis can occur via enzymes present in the Psilocybe cubensis species of mushroom, as identified by recent research studies discussed in Summary 7. This process requires four enzymes, namely, PsiD, PsiK, PsiM, and PsiH. PsiD is an l-tryptophan decarboxylase, and PsiK is a kinase that carries out the phosphotransfer step. PsiM is a methyltransferase that catalyses iterative N-methyl transfer for the final step, while PsiH is a monooxygenase. The process requires little start-up material and can be relatively cheap to carry out. Sandoz Pharmaceuticals started distributing tablets containing 2mg of psilocybin under the trade name Indocybin™ in 1960, following its identification and synthesis, as indicated in Summary 3. Research has shown that psilocybin is associated with effective treatments for depression, anxiety, addiction, and other conditions. In summary, psilocybin can be synthesised through different chemical or enzymatic pathways, and recent identification of enzymes from the mushroom Psilocybe cubensis species has facilitated the biotechnological production of psilocybin.
Consensus Meter
After the mixture was stirred for 2 h at room temperature, H2O was added, and the mixture was evaporated in vacuo. To a suspension of lithium aluminum hydride in anhydrous tetrahydofuran under an argon atmosphere was dropwise added a solution of 6 in anhydrous tetrahydofuran over 2 h, and then the reaction mixture was refluxed for 2 h. After cooling, anhydrous Na2SO4 powder was added, and then a solution of saturated Na2SO4 was dropwise added Notes over 1 h with stirring at room temperature.
Published By:
O Shirota, W Hakamata, Y Goda - Journal of natural products, 2003 - ACS Publications
Cited By:
82
Griffiths RR, Johnson MW, Carducci MA, Umbricht A, Richards WA, Richards BD, Cosimano MP, Klinedinst MA. Psilocybin produces substantial and sustained decreases in depression and anxiety in patients with life-threatening cancer: A randomized double-blind trial. Johnson MW, Garcia-Romeu A, Cosimano MP, Griffiths RR. Pilot study of the 5-HT2AR agonist psilocybin in the treatment of tobacco addiction.
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L Plotnik, G Gibbs, T Graham - … of Medicinal Mushrooms, 2022 - dl.begellhouse.com
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2
Phylogenetic analyses of PS homologs from a local database of 618 fungal proteomes yielded congruent gene tree topologies with respect to PS taxa, and clades of clustered PS genes from all gene trees excluded the PS− taxa in the database, suggesting the clustered genes are coordinately inherited. Clustering of all candidate genes was simultaneously evaluated in a database of 618 fungal proteomes by identifying overlapping pairs of query gene homologs that were separated by no more than six intervening genes in each genome.
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HT Reynolds, V Vijayakumar, E Gluck‐Thaler… - Evolution …, 2018 - academic.oup.com
Cited By:
78
Researchers have identified enzymes from the Psilocybe cubensis species of mushroom that can be used to synthesise psychoactive psilocybin, a tryptamine-derived natural product, in a single-enzyme reaction. Despite being known for over 60 years, psilocybin’s biosynthesis had remained poorly understood. The research identified four enzymes involved in the production process: PsiD, an l-tryptophan decarboxylase; PsiK, a kinase that carries out the phosphotransfer step; PsiM, a methyltransferase that catalyses iterative N-methyl transfer for the final step; and monooxygenase PsiH. The process requires little in the way of start-up materials and could be relatively cheap to carry out. The research could facilitate the biotechnological production of psilocybin, which is a psychotropic compound found in so-called “magic mushrooms”. Psilocybin has been associated with effective treatments for depression, anxiety and addiction, as well as a number of other conditions.
Published By:
J Fricke, F Blei, D Hoffmeister - … Chemie International Edition, 2017 - Wiley Online Library
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121
KEYWORDS: Psilocybin, psilocin, indolealkylamine, hallucinogen, psychedelic, magic mushrooms, mushrooms, O-acetylpsilocin, indocybin I. INTRODUCTION Psilocybin, a tryptamine alkaloid, is found in a family of mushroom-forming fungi that when ingested can cause hallucinations. 48,49 Synergistic reactions, heightening the psychedelic effects of psilocybin, are to be expected when used in combination with other psychedelics or drugs inhibiting the metabolism of psilocybin.
Published By:
HA Geiger, MG Wurst, RN Daniels - ACS chemical neuroscience, 2018 - ACS Publications
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84
Psilocybin: from ancient magic to modern medicine Scheme 1 Total chemical synthesis of psilocybin Scheme 2 Modified synthesis of psilocybin from psilocin reported by Kargbo et al. Clinical studies with psilocybin Following the identification and synthesis of psilocybin, in 1960 Sandoz Pharmaceuticals began distributing tablets containing 2 mg of psilocybin under the trade name Indocybin™.
Published By:
DE Nichols - The Journal of antibiotics, 2020 - nature.com
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70
Researchers have developed two monoclonal antibodies that can be used in enzyme-linked immunosorbent assays to detect the presence of psilocybin and psilocin in magic mushrooms. The compounds are both psychoactive and illegal in many countries, and so the tests could be used to identify the presence of the mushrooms and enforce drug laws. The two antibodies were generated through immunogenic conjugates that attached the active ingredients to carrier proteins, which were then injected into mice to create the necessary immune response. The antibodies were then tested to ensure they were specific to the two compounds and did not cross-react with other, similar chemicals. The tests were capable of detecting the compounds across a range of levels in a sample, and could distinguish between psilocybin and psilocin, which are chemically similar. The prospect of creating such antibodies could pave the way for the development of similar techniques for other illicit drugs.
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I Morita, H Oyama, Y Kiguchi, A Oguri… - … of Pharmaceutical and …, 2020 - Elsevier
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12
To narrow down the resulting extensive candidate gene list, it was reasoned that secondary metabolite biosynthetic genes often occur in clusters8 and that the psilocybin biosynthetic genes might co-locate in the genome. Cor 0.10 0.20 Complete Genes c Incomplete Genes d Psilocybe cyanescens KEY Pluteus salicinus Decarboxylase MFS Transporter Hydroxylase Inocybe corydalina 80 85 90 95 100 % Conserved Eukaryotic Genes Found gene contig end Methyltransferase Kinase Unknown function pseudogene >10KB Figure 2: Discovery of a novel psilocybin biosynthetic cluster Psilocybin and baeocystin are produced in Inocybe corydalina LCMS traces are shown for pure psilocybin and psilocin chemical standards and for a sample extracted from I. corydaldina.
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AR Awan, JM Winter, D Turner, WM Shaw, LM Suz… - BioRxiv, 2018 - biorxiv.org
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16
Briefly, 3.5 μL of 5× NEB fragmentation buffer and 1 μL of Ultra II fragmentation enzyme mix are added to 13 μL of DNA. This reaction was tip-mixed 10 times, vortexed, and quickly centrifuged. Adaptor ligation The master mix for ligation was prepared on ice using 0.75 μL of Agilent SureSelect Adaptor Oligo Mix, 0.5 μL of ddH2 O, 15 μL of New England Biolabs Ultra II Ligation Master Mix, 0.5 μL of NEB Ligation enhancer for a total reaction volume of 16.75 μL. Ligation was performed by the addition of 16.75 μL of ligation master mix to the 17.5 μL Fragmentation/End Prep DNA reaction mixture.
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K McKernan, L Kane, Y Helbert, L Zhang… - …, 2021 - f1000research.com
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3
Mushroom consumption is increasingly popular globally, but the poisoning caused by accidentally eating toxic strains can result in serious illness and even death. The diagnosis and treatment of mushroom poisoning are challenging because symptoms are similar to those caused by other diseases. The toxins present in lethal mushrooms could be investigated to advance various fields, such as chemistry, biochemistry, physiology, and pharmacology. Although over 100 toxins have been identified, several lethal mushrooms are yet to be studied comprehensively. Therefore, this review provides information on the chemistry and toxicology of various toxins, including chemical structures, biosynthesis, and total synthesis. This data could be used to identify lethal components in toxic mushrooms, and inspire new research into the subject, which could advance the fields mentioned.
Published By:
X Yin, AA Yang, JM Gao - Journal of agricultural and food …, 2019 - ACS Publications
Cited By:
34