124 Current Analytical Chemistry, 2012, 8, 124-132
1573-4110/12 $58.00+.00 © 2012 Bentham Science Publishers
Improvement of Separation in Non-Aqueous Capillary Electrophoresis
using Surfactants and Calixarenes as Additives
Hashem Hisham
a,c
, Kaeßler Andre
b
and Jira Thomas
b,*
a
Faculty of Pharmacy, Analytical Chemistry Department, Zagazig University, Egypt
b
Institute of Pharmacy, Pharmaceutical/Medicinal Chemistry, Ernst-Moritz-Arndt-University Greifswald, F.-L.-Jahn-
Str. 17, D-17487 Greifswald, Germany
c
Faculty of Pharmacy, Pharmaceutical Chemistry Department, Jazan University, Saudi Arabia
Abstract: In this study the effect of the presence of some different additives on non-aqueous capillary electrophoresis
(NACE) separations of some structurally related compounds belonging to beta-blockers, antidepressants or neuroleptics
were examined. Presence of surfactant was found to have a strong effect on separations. The anionic surfactant sodium
dodecyl sulfate (SDS) enhanced separation of neuroleptics and beta-blockers. Upon combination between SDS and t-
octyl-calix
[4]
arene-tetra-ethylester (TOCXTEE) separation of beta-blockers could be optimized. Use of cyanomethyl-
calix
[4]
arene (CMCX
[4]
) with buffer including SDS for separation of neuroleptics elongated the separation time and had
some positive and negative effects on separation. The cationic surfactant tetrabutylammonium-bromide (TBAB) was
found to be better than that of SDS for the separation of antidepressants. Structure of analytes and calixarenes played an
effective role in separation.
Keywords: Antidepressants, Beta-blockers, Calixarenes, NACE, Neuroleptics, Surfactants.
1. INTRODUCTION
Capillary electrophoresis (CE) has experienced a rapid
advancement since its introduction in 1981 [1]. The
technique possesses both high resolving power and
efficiencies. These features have attracted researchers to
the technique, resulting in several contributions in this field
[2].
Micelles were introduced to the CE to overcome the
problem of the absence of charge on neutral analytes and to
increase the solubility of hydrophobic analytes and
additives [3]. This technique, termed micellar
electrokinetic chromatography (MEKC), has experienced a
rapid growth and popularity, especially for compounds
with minimal solubility in aqueous, non-micellar media.
MEKC was not used only for neutral but also for charged
analytes.
Organic solvents as modifiers have been shown to
significantly affect both CE and MEKC separations [2, 4-
11]. The first report of 100% NACE separation appeared in
1984 [12]. In addition to the enhanced solubility of
hydrophobic analytes and additives, organic solvents offer
a greater flexibility in selectivity adjustment and permit a
wider range of acid/base strength than in water, leading to
extending the range of compounds that can be ionized.
Chemical and physical properties of organic solvents are
much different from those of water and can be exploited in
optimization of the CE separations. Geiser and Veuthey
[13, 14] mentioned that NACE does not always lead to
better solubility or selectivity than aqueous CE, but the
*Address correspondence to this author at the Institute of Pharmacy,
Pharmaceutical/Medicinal Chemistry, Ernst-Moritz-Arndt-University
Greifswald, F.-L.-Jahnstr. 17, D-17487 Greifswald, Germany;
Tel: +49(0)3834/864850; Fax: +49(0)3834/864843;
E-mail: jira@uni-greifswald.de
large choice of solvents and solvent mixtures makes it very
likely to achieve its intended purpose. Other advantages
include the reduced interaction of hydrophobic compounds
with capillary wall, ion pairing capabilities and ability to
invoke various forms of chemical equilibriums in order to
place a charge on compounds and thereby allow
electrophoretic separation [14, 15]. Use of micelles in NACE
is limited, due to the instability of micelles structure in the
presence of non-aqueous media; however use of surfactants in
non-aqueous media sometimes enhanced selectivity [16-21].
Walbroehl and Jorgenson [18] and Ahuja and Foley [19] used
solvophobic interactions and hydrophobic interaction
electrokinetic chromatography (HI-EKC), respectively, to
describe an interaction between the individual surfactant
molecules and analytes in the presence of high content of
organic modifier, excluding a formation of micelle. After that
HI-EKC was used for separation of neutral and charged
compounds [19-22].
Addition of calixarenes [23-25] can be an alternative
method to enhance the selectivity in NACE. Karbaum [23]
was the first to examine addition of calixarenes to NACE for
separation of structurally related compounds. This was
followed by examinations by Sokoließ et al. [24] to separate
the geometric isomers of neuroleptics using calixarenes as
additives in NACE. Hashem et al. [25] found that the addition
of calixarenes to AgNO
3
leads to an enhancement of sulfa-
drugs separation. Although calixarenes are widely used in CE
and HPLC, examination of their use in NACE was described
only in the three previously mentioned works [23-25]. It was
found that the combination of sodium dodecyl sulfate (SDS)
and calixarenes enhanced separation of geometric isomers of
neuroleptics [24]. Calixarenes can interact with analytes
through hydrophobic interactions, hydrogen bond formation,
charge-transfer-complex formation and/or inclusion complex
formation [26-30].