10
ZHU ET AL.
4
| CONCLUSION
stationary phase and its comparison with R-naphthylethyl
beta-cyclodextrin-based column.
218(10):1393-1398.
J Chromatogr A. 2011;
1
Novel CSPs (CSP 2 and CSP 3) based on 3,5-dimethyl
phenylcarbamoylated β-cyclodextrin combining with cin-
chona alkaloid moiety were prepared. 13 Fmoc-protected
amino acids, chiral drug cloprostenol, and 28 neutral
analytes were evaluated on CSP 2 and CSP 3 by HPLC as
compared with QN-AX and CSP 1, which only comprises
the 3,5-dimethyl phenylcarbamoylated cyclodextrin. Cin-
chona alkaloid unit and the imidazolium unit play domi-
nant roles in the chiral recognition of Fmoc-amino acids,
accompanied by the interactions of hydrogen bond, π–π
interaction, and steric hindrance of cyclodextrin unit.
CSP 2 and CSP 3 retain extraordinary enantioseparation
of cyclodextrin-based CSP for some neutral analytes on
NP, whereas hydrophobic interaction of β-CD is the more
important chiral recognition mechanism in the reversed-
phase mode. Moreover, better resolution factors were
achieved on CSP 2 and CSP 3 for the reason that solute
molecules are less accessible to highly polar residual
groups on the silica surface because of the steric hin-
drance of cinchona alkaloid units. Overall, the novel
CSPs conserved the enantioselectivities of both cyclodex-
trin and cinchona alkaloid moieties. It is a feasible way to
combine two different chiral moieties with specific
enantioselectivities to extend the application spectrum. It
is important to note that the absolute configurations of
chiral structure should be considered because of the syn-
ergistic effect of the two chiral units.
8
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