title: Structural characterization of sulfadiazine metabolites using H/D exchange combined with various MS/MS experiments.
abstract: Two major metabolites and one minor metabolite of sulfadiazine were found in pig manure, using a special combination of different MS techniques like parent and product ion scans, H/D exchange, accurate mass measurement, and MS/MS experiments with substructures. N4-acetylsulfadiazine and 4-hydroxysulfadiazine were identified as major metabolites. N4-acetylsulfadiazine could be verified by H/D exchange and comparison with product ion spectra of a synthetic reference compound. In the case of 4-hydroxysulfadiazine, the majority of possible isomers could be discounted after H/D exchange. Substructure-specific MS/MS experiments with fragment ions and comparison with product ion spectra of two references revealed the presence of 4-hydroxysulfadiazine. The minor metabolite was characterized to some degree using H/D exchange and tandem mass spectrometry in combination with a high-resolution time of flight mass spectrometer. The aminopyrimidine moiety contained an additional modification with a likely elemental composition of C2H4O and no further acidic hydrogen.
authors.affiliation: Metabolite Service, Radebeul, Germany. thomas.pfeifer@elbion.de
authors.forename: Thomas
authors.initials: T
authors.lastname: Pfeifer
authors.forename: Jochen
authors.initials: J
authors.lastname: Tuerk
authors.forename: Regine
authors.initials: R
authors.lastname: Fuchs
mesh_terms: D000818:Animals; D041961:Deuterium Exchange Measurement / Q000379:methods*; D005243:Feces / Q000737:chemistry*; D013058:Mass Spectrometry / Q000379:methods*; D015394:Molecular Structure; D013411:Sulfadiazine / Q000032:analysis / Q000737:chemistry* / Q000493:pharmacokinetics*; D013552:Swine
chemical_list: D013411:Sulfadiazine