Carbamate chiral surfactants for capillary electrophoresis

Chiral resolution in capillary electrophoresis (CE) was studied with severa l novel synthetic surfactants, which are synthesized from an amino acid (L- leucine, L-valine, L-isoleucine, or L-serine) and an alkyl chloroformate wi th a chain length of C-4 to C-12. Several chiral drugs, including atenolol, benzoin, laudanosine, propranolol, ketamine, hydrobenzoin and nefopam were used as test compounds. It was found that resolution can be readily manipu lated by varying the chain length, the amino acid and the surfactant concen tration. Sulfonated beta-cyclodextrin (beta-CD) was also studied and compar ed with these novel surfactants. A different selectivity was found for sulf onated beta-CD due to its distinct structure. Neither the new surfactants n or beta-CD gave a satisfactory chiral resolution for all the seven drugs. H owever, a mixture of a surfactant and sulfated beta-CD was suitable for chi ral resolution of all seven drugs. These mixed reagents were also effective for CE resolution of eight dansyl amino acids. (C) 1999 Elsevier Science B .V. All rights reserved.