title: Optical configuration analysis of hydroxy fatty acids in bacterial lipids by chiral column high-performance liquid chromatography.
abstract: Through the adoption of a chiral stationary phase in high-performance liquid chromatography and a simple derivatization method for hydroxy fatty acids, it became easy to separate and identify the optical isomers of 2- and 3-hydroxy fatty acids composing several kinds of microbial lipids. The 2- and 3-hydroxy fatty acids were converted with dinitrophenyl isocyanate to their 3,5-dinitrophenyl urethane derivatives (DU-derivatives), which were analyzable by HPLC using a chiral column. By varying the composition of an eluent, separation of the DU-derivatives of hydroxy fatty acids differing in optical configuration, chain length and position of hydroxyl group was achieved. The general elution orders of these DU-derivatives were determined with authentic 2- and 3-hydroxy fatty acids. Small amounts (approximately 300 micrograms) of ornithine-containing lipids isolated from the Serratia marcescens strains were examined by this method to identify 3-hydroxy fatty acids of the lipids as D isomers.
authors.affiliation: Department of Applied Biological Chemistry, Faculty of Agriculture, Niigata University, Japan.
authors.forename: Y
authors.initials: Y
authors.lastname: Nakagawa
authors.forename: K
authors.initials: K
authors.lastname: Kishida
authors.forename: Y
authors.initials: Y
authors.lastname: Kodani
authors.forename: T
authors.initials: T
authors.lastname: Matsuyama
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D005227:Fatty Acids / Q000032:analysis*; D008055:Lipids / Q000032:analysis*; D011550:Pseudomonas aeruginosa / Q000737:chemistry*; D012706:Serratia marcescens / Q000737:chemistry*
chemical_list: D005227:Fatty Acids; D008055:Lipids