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HPLC separation of enantiomers of chiral arylpropionic acid derivatives using polysaccharide‐based chiral columns and normal‐phase eluents with emphasis on elution order
Author(s) -
Matarashvili Iza,
Chankvetadze Lali,
Fanali Salvatore,
Farkas Tivadar,
Chankvetadze Bezhan
Publication year - 2013
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.201200885
Subject(s) - enantiomer , chromatography , chemistry , elution , high performance liquid chromatography , polysaccharide , chiral stationary phase , phase (matter) , chiral column chromatography , stereochemistry , organic chemistry
The separation of enantiomers of ten chiral arylpropionic acid derivatives was studied on six different polysaccharide‐based chiral HPLC columns with various normal‐phase eluents. Along with the successful separation of analyte enantiomers, the emphasis of this study was on the effect of the chiral selector and mobile phase composition as well as of the separation temperature on the elution order of enantiomers. The interesting phenomena of reversal of enantiomer elution order function of the polysaccharide backbone (cellulose or amylose), type of derivative (carbamate or benzoate), nature and position of the substituent(s) in the phenylcarbamate moiety, the polar modifier of the mobile phase (ethanol or 2‐propanol), its content in the mobile phase, and separation temperature were investigated. In addition, an unusual increase in retention with increasing temperature was observed for some arylpropionic acid derivatives.