GAS-CHROMATOGRAPHIC SEPARATION OF AMINO-ACID ENANTIOMERS AND THEIR RECOGNITION MECHANISM ON A O-BUTYL-3-O-TRIFLUOROACETYLATED-GAMMA-CYCLODEXTRIN CAPILLARY COLUMN
H. Wan et al., GAS-CHROMATOGRAPHIC SEPARATION OF AMINO-ACID ENANTIOMERS AND THEIR RECOGNITION MECHANISM ON A O-BUTYL-3-O-TRIFLUOROACETYLATED-GAMMA-CYCLODEXTRIN CAPILLARY COLUMN, Journal of chromatography, 673(1), 1994, pp. 107-111
Some amino acids and 2- and 3-hydroxybutyric acid derivatives were res
olved on a chiral capillary column coated with -butyl-3-O-trifluoroace
tylated-gamma-cyclodextrin, and their thermodynamic data were obtained
from this stationary phase. Obvious differences in Delta(Delta H degr
ees) and Delta(Delta S degrees) were observed among these amino acids.
The enthalpy-entropy compensation and structural effects were analyse
d with consideration of chiral recognition. The results suggested that
the induced conformation fit between enantiomers and cyclodextrin der
ivatives could be important in chiral recognition. The enantiomers wit
h large negative Delta(Delta H degrees) and Delta(Delta S degrees) val
ues could form inclusion complexes and the separation of enantiomers w
ith small negative Delta(Delta H degrees) and Delta(Delta S degrees) v
alues could be due to other types of interactions.