title: Synthesis of a doxycycline-[(13) CD3 ] standard.
abstract: A stable isotope labelled mass spectrometry internal standard of the antibiotic doxycycline was prepared to assist in pharmacokinetic analyses. Our approach was to first N-demethylate doxycycline using a non-classical Polonovski reaction and then re-methylate using methyl-[(13) CD3 ] iodide, which gave doxycycline-[(13) CD3 ] with an isotopic purity of 99%.
authors.affiliation: Biosciences Division, SRI International, 333 Ravenswood Ave, Menlo Park, CA, 94025, USA.
authors.forename: James E
authors.initials: JE
authors.lastname: Bupp
authors.affiliation: Biosciences Division, SRI International, 333 Ravenswood Ave, Menlo Park, CA, 94025, USA.
authors.forename: Mary J
authors.initials: MJ
authors.lastname: Tanga
mesh_terms: D060326:Chemistry Techniques, Synthetic; D004318:Doxycycline / Q000138:chemical synthesis* / Q000737:chemistry*; D007553:Isotope Labeling; D011854:Radiochemistry / Q000592:standards*; D012015:Reference Standards
chemical_list: D004318:Doxycycline
keywords: MS internal standard; antibiotic; demethylation; doxycycline