title: Applications of stereospecifically-labeled Fatty acids in oxygenase and desaturase biochemistry.
abstract: Oxygenation and desaturation reactions are inherently associated with the abstraction of a hydrogen from the fatty acid substrate. Since the first published application in 1965, stereospecific placement of a labeled hydrogen isotope (deuterium or tritium) at the reacting carbons has proven a highly effective strategy for investigating the chemical mechanisms catalyzed by lipoxygenases, hemoprotein fatty acid dioxygenases including cyclooxygenases, cytochromes P450, and also the desaturases and isomerases. This review presents a synopsis of all published studies through 2010 on the synthesis and use of stereospecifically labeled fatty acids (71 references), and highlights some of the mechanistic insights gained by application of stereospecifically labeled fatty acids.
authors.affiliation: Department of Pharmacology and the Vanderbilt Institute of Chemical Biology, Vanderbilt University School of Medicine, Nashville, TN 37232, USA. alan.brash@vanderbilt.edu
authors.forename: Alan R
authors.initials: AR
authors.lastname: Brash
authors.forename: Claus
authors.initials: C
authors.lastname: Schneider
authors.forename: Mats
authors.initials: M
authors.lastname: Hamberg
mesh_terms: D000818:Animals; D044943:Fatty Acid Desaturases / Q000378:metabolism*; D005227:Fatty Acids / Q000378:metabolism*; D006801:Humans; D007700:Kinetics; D010105:Oxygenases / Q000378:metabolism*; D011451:Prostaglandin-Endoperoxide Synthases / Q000378:metabolism
chemical_list: D005227:Fatty Acids; D010105:Oxygenases; D044943:Fatty Acid Desaturases; D011451:Prostaglandin-Endoperoxide Synthases