Optical resolution of amino acid derivatives by micellar electrokinetic chromatography with N-dodecanoyl-L-serine.
Optical resolution by micellar electrokinetic chromatography with N-dodecanoyl-L-serine (DSer) was investigated. Similarly to the use of sodium N-dodecanoyl-L-valinate or sodium N-dodecanoyl-L-glutamate, addition of sodium dodecyl sulfate (SDS), urea and organic modifiers such as methanol and 2-propanol (IPA) to DSer micellar solutions could give improved peak shapes and enhance the enantioselectivity. With a DSer-SDS-urea-methanol solution, six phenylthiohydantoin (PTH)DL-amino acids were separated and each enantiomeric pair was optically resolved. By using a DSer-SDS-urea-IPA solution, the same PTH-DL-amino acids were partially resolved, while PTH-DL-Thr was resolved only in this system. N-Dodecanoyl-L-aspartic acid and sodium N-tetradecanoyl-L-glutamate were also investigated, but satisfactory results were not obtained.
Otsuka
K
K
Department of Industrial Chemistry, Osaka Prefectural College of Technology, Japan.
Karuhaka
K
K
Higashimori
M
M
Terabe
S
S
D000596:Amino Acids / Q000032:analysis*; D002853:Chromatography, Liquid / Q000379:methods*; D004563:Electrochemistry; D007850:Lauric Acids / Q000737:chemistry*; D008823:Micelles; D055095:Optics and Photonics; D012694:Serine / Q000031:analogs & derivatives* / Q000737:chemistry
D000596:Amino Acids; D007850:Lauric Acids; D008823:Micelles; C090510:N-dodecanoylserine; D012694:Serine