MedicGo
Enantioseparation using chitosan 2-isopropylthiourea-3,6-dicarbamate derivatives as chiral stationary phases for high-performance liquid chromatography.
Metadata
Journaljournal of chromatography a4.049Date
2020 May 15
5 months ago
Type
Journal Article
Volume
2020-Jul-19 / 1623 : 461174
Author
Zhang L 1, Deng H 2, Wu X 2, Gao H 2, Shen J 3, Cao H 2, Qiao Y 2, Okamoto Y 4
Affiliation
  • 2. Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin 150001, China.
  • 3. Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin 150001, China.. Electronic address: [email protected]
  • 4. Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin 150001, China.; Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan.
Doi
PMIDMESH
Carbamates
Cellulose
Chitosan
Chromatography, High Pressure Liquid
Glucosamine
Phenylcarbamates
Silica Gel
Stereoisomerism
Thiourea
Abstract
A new class of chitosan derivatives with an isopropylthiourea at the 2-position and various carbamates at the 3,6-positions of the glucosamine skeleton was synthesized by the selective thiocarbamoylation of the 2-amino group. The chiral stationary phases (CSPs) were then prepared by coating the obtained chitosan 2-isopropylthiourea-3,6-dicarbamate derivatives onto silica gel. The enantioseparation property of the chitosan-based CSPs was assessed with twelve racemates by high-performance liquid chromatography (HPLC). The CSPs displayed a characteristic enantioseparation power, which seemed to be significantly affected by the 3,6-substituents of the glucosamine unit. The chitosan derivatives with the 3,6-diphenylcarbamate, except for 2-methylphenylcarbamate, possessed higher enantioseparation abilities than those with the 3,6-dicyclohexylcarbamate. Compared to other chitosan derivatives with 2-various substituents and commercialized Chiralcel OD, the chitosan 2-isopropylthiourea derivatives revealed a relatively higher enantioselectivity for some racemic compounds.
Keywords: Chiral stationary phases (CSPs) Chitosan derivatives Enantioseparation HPLC Thiourea
Fav
Like
Download
Share
Export
Cite
4.0
J Chromatogr Ajournal of chromatography a
Metadata
LocationNetherlands
FromELSEVIER

No Data

© 2017 - 2020 Medicgo
Powered by some medical students