Chiral separation of amides of amino acid on a (S)-N-(3,5-dinitrobenzoyl)leucine-N-phenyl-N-propylamide-bonded silica using nonaqueous capillary electrochromatography.
(S)-N-(3,5-dinitrobenzoyl)leucine-N-phenyl-N-propylamine-bonded silica was used as a chiral stationary phase for separation of a set of racemic pi-acidic and pi-basic alpha-amino acid amides in electrolyteless ACN-water eluents by CEC in the RP and polar organic (PO) modes. The effect of the amount of water in the ACN-water eluent on chiral separation was examined. As water is added to ACN, retention was shortened but resolution and selectivity deteriorated severely. Retention, enantioselectivity, and resolution factors obtained in 100% ACN were compared with those in an n-hexane-isopropanol eluent with a small amount of water by normal phase (NP) CEC. Much shorter retention times with comparable enantioselectivities were observed with 100% ACN, demonstrating the advantage of separation on (S)-N-(DNB)leucine-N-phenyl-N-propylamine-bonded silica in PO-CEC over NP-CEC.
Jin
Juhyeon
J
Department of Chemistry, Yeungnam University, Gyeongsan, Korea.
Hyun
Myung Ho
MH
Park
Jung Hag
JH
D000577:Amides / Q000737:chemistry / Q000302:isolation & purification*; D000596:Amino Acids / Q000737:chemistry*; D053801:Capillary Electrochromatography / Q000379:methods*; D007930:Leucine / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D012822:Silicon Dioxide / Q000737:chemistry*; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry
D000577:Amides; D000596:Amino Acids; D014867:Water; D012822:Silicon Dioxide; D007930:Leucine