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  • Öğe
    Design, preparation and application of a Pirkle-type chiral stationary phase for enantioseparation of some racemic organic acids and molecular dynamics studies
    (ACG Publications, 2017-11) Çakmak, Reşit; Ercan, Selami; Sünkür, Murat; Yılmaz, Hayrullah; Topal, Giray
    This study consists of two parts. In the first part of the study; a Pirkle-type chiral stationary phase was prepared by synthesizing an aromatic amine derivative of (R)-2-amino-1-butanol as a chiral selector and binding to L-tyrosine-modified cyanogen bromide (CNBr)-activated Sepharose 4B and then, packed into the separation column. The chromatographic performance of the separation column was evaluated with racemic mandelic acid and 2-phenylpropionic acid by using phosphate buffers at three different pHs as mobile phase. In the resolution processes, the prepared solutions were loaded onto the separation column at two different concentrations and at three different pHs for each racemic organic acid, separately. Enantiomeric excess (ee%) of the eluates was determined on CHIRALPAK AD-H chiral analytical column by HPLC. The maximum ee% for mandelic acid and 2-phenylpropionic acid was determined to be 60.84 and 27.4, respectively. Separation factors (k1 ’ , k2 ’ , α, and Rs) were calculated for each acid. The structures of the obtained compounds were characterized using the spectroscopic methods (NMR, and elemental analysis). In the second part of the study; enantioselective interactions between the prepared CSP and the analytes have been widely studied by docking, molecular dynamics simulation and quantum mechanical computation methods. The reason of column eluation of rac-2-phenylpropionic acid with lower enantiomeric yield was explained by these techniques.
  • Öğe
    Synthesis, structural characterization of new macrocyclic Schiff base derived from 1,6-bis(2-formylphenyl)hexane and 2,6-diaminopyridine and its metal complexes
    (Scientific Publishers, 2008-04) İlhan, Salih; Sünkür, Murat; Temel, Hamdi; Teğin, İbrahim
    A macrocyclic ligand has been synthesized by reaction of 2,6-diaminopyridine and 1,6-bis(2-formylphenyl).hexane. Its complexes with Cu(II), Ni(II), Pb(II), Zn(II), Cd(II) and La(III) have been synthesized by the reaction of ligand and Cu(ClO4)(2)center dot 6H(2)O, Ni(ClO4)(2)center dot 6H(2)O, Pb(ClO4)(2)center dot 6H(2)O, Zn(ClO4)(2)center dot 6H(2)O, Cd(ClO4)(2)center dot 6H(2)O and La(ClO4)(3)center dot 6H(2)O, respectively. The ligand and its metal complexes have been characterized. All complexes are diamagnetic while the Cu(II) complex is binuclear.