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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
ABSTRACT

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
Product Number
Brand
Product Description

Sigma-Aldrich
Ammonium acetate solution, BioUltra, for molecular biology, ~5 M in H2O
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Ammonium acetate, BioUltra, for molecular biology, ≥99.0%
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Ammonium acetate, reagent grade, ≥98%
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Zirconium, foil, thickness 0.1 mm, 99.98% trace metals basis
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Methanol, anhydrous, 99.8%
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Ammonium acetate, 99.999% trace metals basis
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Acetic acid, for luminescence, BioUltra, ≥99.5% (GC)
Supelco
Acetic acid, analytical standard
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1-Butanol, analytical standard
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Zirconium, sponge, ≥99% trace metals basis
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Acetic acid, natural, ≥99.5%, FG
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Zirconium, powder, −100 mesh
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Acetic acid, ≥99.5%, FCC, FG
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LUDOX® TM-40 colloidal silica, 40 wt. % suspension in H2O
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Zirconium, rod, diam. 6.35 mm, ≥99% trace metals basis
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Silica
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LUDOX® LS colloidal silica, 30 wt. % suspension in H2O
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Methanol, SAJ special grade
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Methanol, suitable for HPLC
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Acetic acid, ≥99.7%, SAJ super special grade
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Acetic acid solution, 1 M, 1 N
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Methanol, JIS special grade, ≥99.8%
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Acetic acid, ≥99.7%
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1-Butanol, SAJ first grade, ≥99.0%
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Ammonium acetate, SAJ first grade, ≥97.0%
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Ammonium acetate, JIS special grade, ≥97.0%
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1-Butanol, JIS special grade, ≥99.0%
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Methanol, SAJ first grade, ≥99.5%
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Acetic acid solution, SAJ first grade, 27.0-33.0%
Sigma-Aldrich
Acetic acid, JIS special grade, ≥99.7%