title: Synthesis of selectively labeled histidine and its methylderivatives with deuterium, tritium, and carbon-14.
abstract: Isotopologues of l-histidine and its N-methylderivatives labeled with deuterium and tritium at the 5-position in the imidazole ring were obtained using the isotope exchange method. The deuterium-labeled isotopologues [5-(2)H]-l-histidine, [5-(2)H]-N(τ) -methyl-l-histidine, [5-(2)H]-N(π) -methyl-l-histidine, and [2,5-(2)H(2)]-l-histidine were synthesized by isotope exchange method carried out in a fully deuterated medium with. The same reaction conditions were applied to synthesize [5-(3)H]-N(τ) -methyl-l-histidine, [5-(3)H]-N(π) -methyl-l-histidine, and [5-(3)H]-l-histidine with specific activity of 2.0, 5.0, and 2.6 MBq/mmol, respectively. The N(π) -[methyl-(14)C]-histamine was obtained with specific activity of 0.23 MBq/mmol in a one-step reaction by the direct methylation of histamine by [(14)C]iodomethane.
authors.affiliation: Department of Chemistry, Warsaw University, Pasteur 1 str., Warsaw, 02-093, Poland.
authors.forename: J
authors.initials: J
authors.lastname: Šamonina-Kosicka
authors.forename: M
authors.initials: M
authors.lastname: Kańska
mesh_terms: D002250:Carbon Radioisotopes / Q000737:chemistry; D003903:Deuterium / Q000737:chemistry*; D007553:Isotope Labeling / Q000379:methods; D008762:Methylhistidines / Q000138:chemical synthesis*; D019275:Radiopharmaceuticals / Q000138:chemical synthesis*; D014316:Tritium / Q000737:chemistry*
chemical_list: D002250:Carbon Radioisotopes; D008762:Methylhistidines; D019275:Radiopharmaceuticals; D014316:Tritium; D003903:Deuterium
keywords: N-methylhistidine; carbon 14C; deuterium; histamine; labeling; tritium