Abstract

An improved method is described for the resolution of enantiomeric isopropyl esters of N-trifluoroacetyl-α-amino acids of nonbasic amino acids using N-docosanoyl- l-valyl- t-butylamide and N-octadecanoyl- l-valyl- l-valine cyclohexyl ester as mixed chiral phases on 150-ft stainless-steel capillary columns. Enantiomers of Ala, Val, Ile, Leu, Ser, Thr, Asp, Met, Glu, and Phe are resolved in 105 min. This method avoids the fractionation problems and high costs encountered with the diastereometric method and difficulties and costs encountered in loading and maintaining glass capillary columns. It is particularly useful for studies involving a large number of resolutions as in a study of the kinetics of racemization of amino acids.

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