Reversed-phase liquid chromatographic enantioseparation by cycloalkylcarboxylates of cellulose and amylose.
Three novel cycloalkylcarboxylates, cyclopentyl, cyclohexyl, and 1-adamantylcarboxylates of cellulose and amylose were prepared and their chiral recognition abilities as chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC) were evaluated using a methanol-water mobile phase. Among these esters, cellulose tris(cyclohexylcarboxylate) showed a relatively high chiral recognition ability. The 1-adamantylcarboxylates of cellulose and amylose showed dissimilar chiral recognition abilities from the other two, probably due to the low degree of substitution and the high hydrophobicity of this group.
Kubota
Takateru
T
Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya, Japan.
Yamamoto
Chiyo
C
Okamoto
Yoshio
Y
D000688:Amylose / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D002482:Cellulose / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D002853:Chromatography, Liquid / Q000379:methods*; D002942:Circular Dichroism; D009682:Magnetic Resonance Spectroscopy; D000432:Methanol / Q000737:chemistry; D008956:Models, Chemical; D011134:Polysaccharides / Q000737:chemistry; D014867:Water / Q000737:chemistry
D011134:Polysaccharides; D014867:Water; D002244:Carbon; D002482:Cellulose; D000688:Amylose; D000432:Methanol