title: Novel chiral selectors anchored on polydimethylsiloxane as stationary phases for separation of derivatized amino acid enantiomers by capillary gas chromatography.
abstract: Six chiral selectors of S-(-)-t-Leu-cyclopropylamide, S-(-)-t-Leu-cyclopentylamide, S-(-)-t-Leu-cyclohexylamide, S-(-)-t-Leu-cycloheptylamide, S-(-)-t-Leu-cyclooctylamide, S-(-)-t-Leu-cyclododecylamide have been prepared and anchored individually through amide bonding to a polydimethylsiloxane functionalized with 2,2,2-trifluoroethyl ester groups by way of nucleophilic displacement reaction. The resulting chiral polysiloxanes have been provided as stationary phases for the separation of amino acid enantiomers by capillary GC. Amino acids were derivatized into N(O)-trifluoroacetyl isopropyl esters. Especially, polydimethylsiloxane anchored with S-(-)-t-Leu-cyclooctylamide was found to be efficient for the separation of aspartic acid (Asp) enantiomers. The method was applied to the estimation of ages from the extent of Asp racemization in human dentines.
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Gakuen-cho, Sakai, Osaka, Japan. akagela808@leto.eonet.ne.jp
authors.forename: Iwao
authors.initials: I
authors.lastname: Abe
authors.forename: Susumu
authors.initials: S
authors.lastname: Ohtani
mesh_terms: D000328:Adult; D000368:Aged; D000375:Aging / Q000378:metabolism; D000596:Amino Acids / Q000737:chemistry* / Q000302:isolation & purification*; D001224:Aspartic Acid / Q000737:chemistry / Q000302:isolation & purification; D002849:Chromatography, Gas / Q000379:methods*; D003804:Dentin / Q000737:chemistry; D004129:Dimethylpolysiloxanes; D006801:Humans; D012828:Silicones; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D004129:Dimethylpolysiloxanes; D012828:Silicones; D001224:Aspartic Acid; C013830:baysilon