3-[(3-Dehydroabietamidopropyl)dimethylammonio]-1-propane-sulfonate as a new type of chiral surfactant for enantiomer separation in micellar electrokinetic chromatography

A new type of chiral surfactant, 3-[(3-dehydroabietamidopropyl) dimethylammonio]-1-propanesulfonate (DHAMAP) has been synthesized. The ability of this compound to perform chiral separation of d/l-amino acids derivatized with naphthalene-2, 3-dicarboxaldehyde (NDA-d/l-amino acids) has been investigated by capillary electrophoresis (CE). Enantiomeric separation of NDA-d/l-amino acids was achieved with a running buffer consisting of 50 mM borate (pH 9.75) and 25 mM DHADMP. Under the conditions selected, 6 pairs of tested amino acids enantiomers including NDA-d/l-tryptophan, NDA-d/l-phenylalanine, d/l-d/l-kynurenine, NDA-d/l-β-phenylalanine, NDA-d/l-4-methylphenylalanine and NDA-d/l-arginine were well resolved. The resolution values were in the range of 1.56–5.40.