Development of dinitrophenylated cyclodextrin derivatives for enhanced enantiomeric separations by high-performance liquid chromatography

Journal of Chromatography. a
Qiqing ZhongDaniel W Armstrong

Abstract

The synthesis and evaluation of new dinitrophenyl (DNP) substituted beta-cyclodextrin (beta-CD) chiral stationary phases (CSPs) for the enantioseparation of various classes of chiral analytes by HPLC are presented. The dinitrophenyl substituted beta-CD derivatives are synthesized and covalently bonded to functionalized 5 microm spherical porous silica gel. These are the first reported derivatized cyclodextrin which contains pi-electron deficient substituents (i.e., pi-acidic moieties). The column performance in terms of their ability to separate enantiomers is evaluated. A variety of different dinitro-substituted aryl groups are investigated and compared. The pH of the mobile phase buffers, the buffer composition, the number and position of the dinitro groups on the phenyl ring substituent, the degree of substitution, and the bonding strategy all greatly affect the performance of the CSPs. A large variety of racemic compounds have been separated successfully on these CSPs. The bonded dinitrophenyl-derivatized cyclodextrins are stable in all three mobile phase modes, namely, the reversed-phase, polar organic, and normal phase modes. No degradation in column performance was observed in any mode of operation even after more than 1...Continue Reading

Citations

Jan 12, 2011·Analytical and Bioanalytical Chemistry·Hongdeng QiuShengxiang Jiang
Jan 7, 2010·Drug Development and Industrial Pharmacy·Nathir A F Al-RawashdehMohammad-Bassam Al-Bitar
Aug 2, 2015·Journal of Chromatographic Science·Jie ZhouWenjuan Pei
Jan 24, 2009·Chirality·Christophe MichonJérôme Lacour
Apr 21, 2010·Journal of Separation Science·Chun LinZiyuan Guo
Oct 28, 2019·Biomedical Chromatography : BMC·Sonika Sethi, Ravi Bhushan
Jun 3, 2020·Critical Reviews in Analytical Chemistry·Anna W Sobańska
Dec 24, 2019·Analytical Sciences : the International Journal of the Japan Society for Analytical Chemistry·Hui WangLaisheng Li
Jun 22, 2013·Journal of Chromatographic Science·Qing FanWei-Guang Zhang
May 17, 2008·Analytical Chemistry·Timothy J Ward, Beth Ann Baker

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