Anhydride-linked β-cyclodextrin-bonded silica stationary phases with enhanced chiral separation ability in liquid chromatography

Recent Advances in Separation and Analysis of Chiral Compounds

“…10 3,5-Dichloro-phenylcarbamated mono-6-ethylenediamine-β-CD was covalently anchored on silica particles to achieve HPLC enantio-separation of proton pump inhibitors. 11 To reduce the steps for the preparation of CD-based CSPs, Wang et al 12 strategy to prepare anhydride-linked β-CD-bonded silica as the CSP for HPLC and obtained baseline separation of 17 kinds of enantiomers. A supramolecular dimer called bridged bis(CD) prepared from two single CD units is also promising in chiral molecular recognition.…”

Investigation of the chiral recognition role of cyclodextrin hydroxyl moieties via high performance liquid chromatography

“…The primary and secondary hydroxyl groups of CDs have been regarded mainly as the sites for chemical functionalization. 21 Researchers have introduced more active sites with interactions such as dipole-dipole interactions, π-π conjugation, electrostatic forces and steric repulsion by single substitution, 22 partial substitution, 23,24 full substitution 25,26 and double-layer CDs [27][28][29] to enhance the enantioseparation ability of CDs, but the universality of CD enantioseparation remains unsatisfactory, because selective modification of the hydroxyl groups changes the shape and size of the CD cavity, hydrogen bonding capacity and other physical properties, resulting in quite different enantioselectivity compared to that of native CD. The importance of the primary and secondary hydroxyl groups of the CD in the separation process is still unclear and the CD derivatization does not achieve the desired separation effect and may lose the original separation ability.…”

Separation of ofloxacin enantiomers by capillary electrophoresis with fluorescence detection using deoxyribonucleic acid oligonucleotides as chiral selectors

“…Additionally, the effective methods of surface immobilization or free chiral selectors have gained popularity in these separation techniques [26][27][28][29]. A considerable number of naturally occurring chiral selectors have been applied in commercialization so far, such as cyclodextrin and its derivatives [30][31][32][33][34], proteins [35][36][37], nanomaterials [38][39][40][41], and so forth. In terms of pharmacological activity, ofloxacin interacts directly with deoxyribonucleic acid (DNA) and synergizes with DNA gyrase.…”