Enzyme‐assisted synthesis of the glucuronide conjugate of psilocin, an hallucinogenic component of magic mushrooms
Takuji Shoda, Kiyoshi Fukuhara, Yukihiro Goda, Haruhiro Okuda
Drug Testing and Analysis February 2, 2011 DOI: 10.1002/dta.244 via OpenAlex
Summary
AI-generated from the abstractAn enzyme-assisted method produced psilocin glucuronide (PCG), a metabolite excreted in the urine of magic mushroom users. Using Aroclor 1254 pretreated rat liver microsomes, psilocin and the cofactor UDPGA were incubated for 20 hours. HPLC purification yielded 3.6 mg of PCG (19% yield). The structure was confirmed by mass spectrometry and NMR. The milligram amounts produced will enable direct identification and quantification of PCG in the urine of magic mushroom users.
Study at a glance
| Characteristics | Chemical synthesis and characterization Peer reviewed |
|---|---|
| Duration | 20-hour incubation |
| Keywords | Glucuronide Metabolite Chromatography Urine Enzyme |
| Citations | 8 |
| Key finding | An enzyme-assisted synthesis produced milligram amounts of psilocin glucuronide, enabling its direct detection in the urine of magic mushroom users. |
Abstract
An enzyme‐assisted synthesis of psilocin glucuronide (PCG), a metabolite excreted in the urine of magic mushroom (MM) users, is described. In the presence of Aroclor 1254 pretreated rat liver microsomes, psilocin and the cofactor UDPGA were incubated for 20 h. Purification by HPLC gave PCG in 19% yield (3.6 mg). The compound structure was characterized by MS and NMR. The milligram amounts of PCG produced by this method will allow the direct identification and quantification of PCG in the urine of MM users. Copyright © 2011 John Wiley & Sons, Ltd.