Enantioseparation using amylose esters as chiral stationary phases for high-performance liquid chromatography

• Published in: Polymer journal Vol. 42; no. 1; pp. 31 - 36
• Main Authors: Sugiura, Yuri, Yamamoto, Chiyo, Ikai, Tomoyuki, Kamigaito, Masami, Okamoto, Yoshio
• Format: Journal Article
• Language: English
• Published: London Nature Publishing Group UK 01.01.2010; Nature Publishing Group
• Subjects: 631/1647/2196/1380; 639/638/455/941; Benzoates; Biomaterials; Bioorganic Chemistry; Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Derivatives; Esters; invited-article; Liquid chromatography; Phases; Phenyls; Polymer Sciences; Recognition; Silica gel; Surfaces and Interfaces; Thin Films; chiral separation; polysaccharide; cellulose; resolution; cinnamate; HPLC
• ISSN: 0032-3896; 1349-0540
• DOI: 10.1038/pj.2009.300

Novel amylose ester derivatives were synthesized and their chiral recognition abilities as chiral stationary phases for high-performance liquid chromatography were evaluated. Compared with amylose benzoate derivatives, cinnamate derivatives showed a higher chiral recognition ability and some racemates could be efficiently resolved. The recognition abilities of these derivatives varied significantly depending on the types and positions of substituents introduced into the phenyl group. Among the prepared derivatives, the nonsubstituted cinnamate derivative showed a relatively high chiral recognition, and interestingly, its ability was influenced by the preparation conditions of packing materials using silica gel as a support. Novel amylose ester derivatives were synthesized and their chiral recognition abilities as chiral stationary phases for high-performance liquid chromatography were evaluated. Among the prepared derivatives, the nonsubstituted cinnamate derivative showed a relatively high chiral recognition, and interestingly, its ability was influenced by the preparation conditions of packing materials using silica gel as a support.