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Chiral ligand exchange micellar electrokinetic chromatography using borate anion as a central ion
Author(s) -
Kodama Shuji,
Yamamoto Atsushi,
Iio Reiko,
Aizawa Senichi,
Nakagomi Kazuya,
Hayakawa Kazuichi
Publication year - 2005
Publication title -
electrophoresis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.666
H-Index - 158
eISSN - 1522-2683
pISSN - 0173-0835
DOI - 10.1002/elps.200500327
Subject(s) - micellar electrokinetic chromatography , chemistry , diastereomer , propanediol , boron , ligand (biochemistry) , diol , ion exchange , sulfonate , ion , chromatography , medicinal chemistry , stereochemistry , organic chemistry , sodium , electrophoresis , biochemistry , receptor
Three compounds having 1,2‐diol structure (1‐phenyl‐1,2‐ethanediol, 3‐phenoxy‐1,2‐propanediol, and 3‐benzyloxy‐1,2‐propanediol) were enantioseparated by ligand exchange MEKC using (5 S )‐pinanediol (SPD) as a chiral selector and borate anion as a central ion together with SDS. When ( S )‐1,2‐propanediol, ( S )‐1,2,4‐butanetriol, or ( S )‐3‐ tert ‐butylamino‐1,2‐propanediol were used as the chiral ligand instead of SPD, these three compounds were not enantioseparated. When borate was replaced with 2‐aminoethane‐1‐sulfonate or N ‐cyclohexyl‐3‐aminopropanesulfonate, no chiral separation was achieved. Therefore, the hydrophobic interaction between the chiral selector and the chiral analytes within the transient diastereomeric complex may play an important role in the enantioseparation achieved by the proposed method.