Title: Synthesis of [75Se]trimethylselenonium iodide from [75Se]selenocystine.
Authors: Foster, S J; Ganther, H E
Published In Anal Biochem, (1984 Feb)
Abstract: The synthesis of [75Se]trimethylselenonium iodide from [75Se]selenocystine is described. The starting compound is reduced to [75Se]selenocysteine with borohydride and reacted with methyl iodide to form [75Se]Se-methyl-selenocysteine, then treated with methyl iodide in formic acid solution to form Se-dimethyl-selenocysteine selenonium iodide. Over a period of days, the selenonium intermediate undergoes spontaneous elimination to form alanine and dimethyl selenide, which reacts with methyl iodide to give the trimethylselenonium product in over 90% yield.
PubMed ID: 6731798
MeSH Terms: Borohydrides; Chemical Phenomena; Chemistry; Cysteine/analogs & derivatives; Cysteine/chemical synthesis; Cystine/analogs & derivatives*; Hydrocarbons, Iodinated; Methods; Organometallic Compounds/chemical synthesis*; Organometallic Compounds/isolation & purification; Organoselenium Compounds*; Radioisotopes; Selenium Compounds*; Selenium*/chemical synthesis*; Selenium*/isolation & purification; Selenocysteine/analogs & derivatives