title: Enzyme-assisted synthesis of the glucuronide conjugate of psilocin, an hallucinogenic component of magic mushrooms.
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.
authors.affiliation: National Institute of Health Sciences, Kamiyoga, Setagaya-ku, Tokyo, Japan. tsho@nihs.go.jp
authors.forename: Takuji
authors.initials: T
authors.lastname: Shoda
authors.forename: Kiyoshi
authors.initials: K
authors.lastname: Fukuhara
authors.forename: Yukihiro
authors.initials: Y
authors.lastname: Goda
authors.forename: Haruhiro
authors.initials: H
authors.lastname: Okuda
mesh_terms: D000363:Agaricales / Q000737:chemistry; D000818:Animals; D020111:Chlorodiphenyl (54% Chlorine) / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D020719:Glucuronides / Q000138:chemical synthesis* / Q000378:metabolism*; D006213:Hallucinogens / Q000138:chemical synthesis* / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008862:Microsomes, Liver / Q000378:metabolism; D011562:Psilocybin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000378:metabolism; D051381:Rats
chemical_list: D020719:Glucuronides; D006213:Hallucinogens; D020111:Chlorodiphenyl (54% Chlorine); D011562:Psilocybin; C009105:psilocin