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  • Enantioseparation of basic chiral compounds on a clindamycin phosphate-silica/zirconia hybrid monolith by capillary electrochromatography.

Enantioseparation of basic chiral compounds on a clindamycin phosphate-silica/zirconia hybrid monolith by capillary electrochromatography.

Journal of chromatography. A (2014-07-20)
Le Ngoc Tran, Shuchi Dixit, Jung Hag Park
초록

An organic-inorganic silica/zirconia hybrid monolithic capillary column was prepared by sol-gel process in a fused-silica capillary by using triethoxysilylpropylcarbamate (TEOSPC) derivative of clindamycin phosphate (CLIP) as a chiral selector. A sol solution consisting of 6 × 10(-3)M of polyethylene glycol, 1 M of water, 2M of acetic acid and 0.04/0.96 ratio of CLIP-TEOSPC/Zr-Bu resulted in homogeneous monolith having well defined through-pores and tightly anchored to the capillary wall. The column was employed for capillary electrochromatographic enantioseparation of eight basic chiral drugs in mobile phases consisting of acetonitrile, methanol and ammonium acetate (AA, as the electrolyte). Effects of the compositions of solvents and electrolyte in the mobile phase, applied voltage and capillary temperature on chiral separation were investigated. The highest resolution values were obtained with mobile phases consisting of 40/60 MeOH/ACN and 100 mM AA (for citalopram, Tröger's base, indapamide, metoprolol, cetirizine and atropine) and 35/65 MeOH/ACN and 100 mM AA (for sertraline and propranolol) using -10 kV applied voltage at 25 °C.

MATERIALS
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Sigma-Aldrich
Acetic acid, natural, ≥99.5%, FG
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Acetic acid, ≥99.5%, FCC, FG
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Methanol, anhydrous, 99.8%
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Methanol, suitable for NMR (reference standard)
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Acetonitrile solution, contains 0.05 % (v/v) trifluoroacetic acid
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Acetonitrile solution, contains 0.1 % (v/v) formic acid, suitable for HPLC
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Acetic acid-12C2, 99.9 atom % 12C
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Acetonitrile solution, contains 0.1 % (v/v) trifluoroacetic acid, suitable for HPLC
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LUDOX® TM-40 colloidal silica, 40 wt. % suspension in H2O
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Acetic acid, suitable for luminescence, BioUltra, ≥99.5% (GC)
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Adrenocorticotropic Hormone Fragment 18-39 human, ≥97% (HPLC)
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Zirconium, sponge, ≥99% trace metals basis
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Zirconium, rod, diam. 6.35 mm, ≥99% trace metals basis
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Ammonium acetate solution, Molecular Biology, 7.5 M
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Clindamycin 2-phosphate, aminoglycoside antibiotic
Zirconium, foil, 15mm disks, thickness 0.015mm, 99.2%
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Acetic acid, glacial, ≥99.99% trace metals basis
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Methanol, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥99.8% (GC)
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Acetic acid, glacial, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥99.8%
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Methanol, suitable for HPLC, gradient grade, ≥99.9%
Zirconium, foil, light tested, 50x50mm, thickness 0.006mm, 99.2%
Zirconium, foil, light tested, 50x50mm, thickness 0.02mm, 99.2%
Zirconium, foil, light tested, 100x300mm, thickness 0.016mm, 99.2%
Zirconium, foil, light tested, 50x50mm, thickness 0.025mm, annealed, 99.2%
Zirconium, foil, light tested, 25x25mm, thickness 0.016mm, 99.2%
Zirconium, foil, not light tested, 100x100mm, thickness 0.006mm, 99.2%
Zirconium, foil, light tested, 150x150mm, thickness 0.075mm, annealed, 99.2%
Zirconium, foil, not light tested, 25x25mm, thickness 0.005mm, 99.2%
Zirconium, foil, light tested, 50x50mm, thickness 0.01mm, 99.2%
Zirconium, foil, light tested, 25x25mm, thickness 0.0125mm, 99.2%