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Synthesis of crosslinked poly(vinyl alcohol) with L ‐Proline pendant as the chiral stationary phase for resolution of amino acid enantiomers
Author(s) -
Ma Jianbiao,
Chen Li,
He Binglin
Publication year - 1996
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/(sici)1097-4628(19960912)61:11<2029::aid-app18>3.0.co;2-3
Subject(s) - vinyl alcohol , enantiomer , vinyl acetate , polymer chemistry , copolymer , chemistry , amino acid , polymer , alcohol , suspension polymerization , polymerization , ligand (biochemistry) , organic chemistry , biochemistry , receptor
The porous crosslinked poly(vinyl alcohol) beads with the L‐proline pendant was synthesized as the chiral stationary phase (CSP) for ligand‐exchange chromatography of amino acid racemates via suspension polymerization of vinyl acetate and triallyl isocyanurate as a crosslinker, methanolysis of the copolymer, glycidylation of the formed crosslinked poly(vinyl alcohol), and final functionalization with L‐proline. After the polymer with the chiral ligand was complexed with copper(II) cations, it was employed as the CSP to resolve the enantiomers of 15 amino acids. The results showed that the CSP possessed powerful enantioselectivity and all the tried amino acid racemates were completely separated. The large loadability (up to 60 mg per injection) permitted its application on a large scale. © 1996 John Wiley & Sons, Inc.