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Development of a capillary electrophoretic method for the separation of diastereoisomers of a new human immunodeficiency virus protease inhibitor
Author(s) -
Leonard Stefanie,
Van Schepdael Ann,
Iványi Tímea,
Lázár István,
Rosier Jan,
Vanstockem Marc,
Vermeersch Hans,
Hoogmartens Jos
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.200406147
Subject(s) - capillary electrophoresis , micellar electrokinetic chromatography , diastereomer , chromatography , enantiomer , chemistry , electrokinetic phenomena , electrophoresis , capillary action , organic chemistry , materials science , composite material
A capillary electrophoretic (CE) method was developed for the separation of diastereoisomers of a new human immunodeficiency virus (HIV) protease inhibitor TMC114. In total 16 isomers of this drug have been synthesized (eight pairs of enantiomers). We succeeded in the separation of the eight diastereoisomers, but no enantiomers could be separated. Because of the high similarity and water‐insolubility of these isomers, the separation is a real challenge. Different CE modes were tried out: capillary zone electrophoresis (CZE), nonaqueous capillary electrophoresis (NACE), micellar electrokinetic capillary chromatography (MEKC), and microemulsion electrokinetic capillary chromatography (MEEKC). Only MEEKC offered resolution of these compounds.