title: In situ immobilization of a general resolving agent on the magnetic multi-wall carbon nanotube for the direct enantioenrichment of DL-mandelic acid.
abstract: L-Threonine (L-thr) as a general chiral selector anchored on the surface of magnetic multi-wall carbon nanotube (MMWCNT) was prepared using an in situ electrostatic adsorption and studied as a new magnetically chiral selector for the separation of chiral DL-mandelic acid (DL-MA) as a model sample. By varying the pH, DL-MA was adsorbed on the surface of magnetic chiral selector through hydrogen bonds. It is recognized that MMWCNT with chiral ligands on its surface simultaneously possesses both magnetic property and direct chiral recognition ability. The successful immobilization of L-thr onto the surface of MMWCNT was confirmed by infrared spectra (FT-IR), X-ray diffraction patterns (XRD) and transmission electron microscopy (TEM). The FT-IR and mass spectra of supernatant and elution solutions also confirmed the immobilization of L-thr onto the surface of MMWCNT. The analysis results of specific rotation, HPLC and ultraviolet-visible spectroscopy reveal that the L-thr-MMWCNT show stronger complexation of (+)-enantiomer than (-)-enantiomer. The functional magnetic nanotubes were easily separated from the racemic solution using an external magnetic field which demonstrated its feasibility of recycling the adsorbent. All processes including in situ immobilization, enantioseparation (enantioenrichment) and magnetic separation were done by single process in a short time (only 10min).
authors.affiliation: Department of Analytical Chemistry, University College of Science, University of Tehran, P.O. Box 14155-6455, Tehran, Iran. Electronic address: ghdaneshvartarigh@yahoo.com.
authors.forename: Ghazale Daneshvar
authors.initials: GD
authors.lastname: Tarigh
authors.affiliation: Department of Analytical Chemistry, University College of Science, University of Tehran, P.O. Box 14155-6455, Tehran, Iran. Electronic address: Shemiran@khayam.ut.ac.ir.
authors.forename: Farzaneh
authors.initials: F
authors.lastname: Shemirani
mesh_terms: D060328:Magnetic Phenomena; D008333:Mandelic Acids / Q000737:chemistry*; D046529:Microscopy, Electron, Transmission; D037742:Nanotubes, Carbon / Q000737:chemistry* / Q000648:ultrastructure; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism; D013912:Threonine / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: D008333:Mandelic Acids; D037742:Nanotubes, Carbon; D013912:Threonine; C037938:mandelic acid
keywords: Enantiomer; Enantioseparation (enantioenrichment); Magnetic multi-wall carbon nanotube; dl-Mandelic acid; l-Threonine