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Enantiomeric separations using polymeric L ‐glutamate surfactant derivatives: Effect of increasing steric factors
Author(s) -
Thibodeaux Stefan J.,
Billiot Eugene,
Torres Eric,
Valle Bertha C.,
Warner Isiah M.
Publication year - 2003
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.200390125
Subject(s) - steric effects , chemistry , glutamic acid , micellar electrokinetic chromatography , enantiomer , pulmonary surfactant , amino acid , organic chemistry , stereocenter , chromatography , catalysis , biochemistry , electrophoresis , enantioselective synthesis
This study examines the role of steric hindrance near the stereogenic centers of four glutamic acid based polymeric surfactants. The single amino acid surfactants of glutamic acid, glutamic acid methyl ester, glutamic ethyl ester, and glutamic acid tert ‐butyl ester were investigated. The micellar electrokinetic chromatography (MEKC) separation of three binaphthyl derivatives and three benzodiazepines were used to study these steric factors. In addition, the hydrophobicity of these polymers as a function of pH was investigated by use of fluorescence measurements.