Use of selectively methylated β-cyclodextrin derivatives in chiral separation of dansylamino acids by capillary zone electrophoresis

Determination of aspartic acid enantiomers in bio-samples by capillary electrophoresis

“…Among a number of chiral media (cyclodextrin (CD), crown ethers, macrocyclic antibiotics and bile acid salts), CDs and the corresponding derivatives are the most useful and powerful chiral selectors because a wide range of compounds including amino acid enantiomers have been separated (Ueda et al, 1991;Kuhn et al, 1992;Tanaka et al, 1992;Terabe et al, 1993;Yoshinaga and Tanaka, 1994;Desiderio and Fanali, 1995;Lee and Lin, 1995;Wan et al, 1996;Cladrowa-Runge and Rizzi, 1997;Galaverna et al, 1997). Many CD derivatives have been developed not only for increasing their solubility in water, but also for changing their three-dimensional shape, to cause the different host-guest interactions …”

“…Enantiomeric separation of amino acids is simple in CE, as in GC or HPLC and can be carried out basically in two ways: the separation of the diastereomeric adducts formed with a chiral derivatizing reagent (Thorsén et al, 1997;Tivesten et al, 1997); and direct separation under the addition of a chiral selector, such as cyclodextrins or their derivatives (Ueda et al, 1991;Kuhn et al, 1992;Tanaka et al, 1992;Terabe et al, 1993;Yoshinaga and Tanaka, 1994;Desiderio and Fanali, 1995;Lee and Lin, 1995;Wan et al, 1996;Cladrowa-Runge and Rizzi, 1997;Galaverna et al, 1997), crown ethers (Kuhn et al, 1992), macrocyclic antibiotics such as vancomycin (Armstrong et al, 1994;Vespalec et al, 1995;Gasper et al, 1996), bile acid salts (Terabe et al, 1989;Cole et al, 1990) and a chiral surfactant such as sodium Ndodecanoyl-L-valinate (SDVal) (Otsuka et al, 1991), into the running buffer. The latter is favorable for CE, because only a small amount of chiral selector is needed and consumed in CE.…”

Capillary electrophoresis separation of neutral organic compounds, pharmaceutical drugs, proteins and peptides, enantiomers, and anions

“…Yoshinaga and Tanaka [128] compared native S-CD with 3-methyl-&CD, 2,3dhethyl-B-CD, and 2,3,6-trimethyl-S-CD for the separation of dansyl-DL-leucine, and found that a significant enhancement in the enantioselectivity was achieved by those derivatized CDs.…”

Separation of Chlorophenols by HPLC and Capillary Electrochromatography Using β-Cyclodextrin-bonded Stationary Phases

“…In previous works, we found that selective methylation of the hydroxyl groups of the CDs produced remarkable enantioselectivity changes using CZE and HPLC. [1][2][3]10,11 In this work, we investigated the separation of the mono-, diand trichlorophenols by HPLC using selectively methylated β-CD (2-and 3-monomethylated and 2,3-dimethylated) bonded stationary phases. We examined the preliminary separation of these chlorophenols by capillary electrochromatography (CEC) using a capillary packed with the native β-CD stationary phase.…”

“…[1][2][3][4][5][6][7][8][9][10][11] The fit between the CDs and the solutes is an important factor for their separation, because the formation of the inclusion complex is a crucial step for separation using CDs. The hydroxyl groups of the CDs are considered to play an important role in the formation and stabilization of the inclusion complexes.…”