06205nas a2200145 4500008004100000245013700041210006900178260000800247300001400255490000600269520561500275100002405890700001605914856012905930 2022 eng d00aEnantioselective separation of amino acids using chiral polystyrene microspheres synthesized by a post-polymer modification approach0 aEnantioselective separation of amino acids using chiral polystyr cMAR a257–2650 v23 a

The enantioselective separation of a racemic mixture of amino acids was achieved by chiral amino acid-modified polystyrene (PS) that was developed by a post-polymer modification approach. Styrene was polymerized using the reversible addition–fragmentation chain-transfer (RAFT) polymerization technique and further post-polymer modification was applied by Friedel–Crafts acylation reaction with chiral N-phthaloyl-l-leucine acid chloride to obtain the protected PS-l-Leu. The chiral PS (protected PS-l-Leu) was assembled into microspheres using a surfactant and was used for carrying out the enantioselective separation of amino acid racemic mixtures by enantioselective adsorption followed by a simple filtration process. Compared to as-precipitated chiral PS (protected PS-l-Leu) powder, the protected PS-l-Leu microspheres exhibited a better enantioselective separation efficiency (ee %). Furthermore, the protected PS-l-Leu was deprotected to obtain the amine-functionalized deprotected PS-l-Leu chiral PS, which was also assembled into microspheres and used for carrying out enantioselective separation. Deprotected PS-l-Leu-functionalized chiral PS microspheres could achieve up to 81.6 ee % for the enantioselective separation of a racemic mixture of leucine. This is one of the first reports of the synthesis of amino acid-modified chiral PS microspheres and their application to the simple filtration-based enantioselective separation of native amino acids from their racemic mixtures.

1 aNikam, Shrikant, B.1 aK, Asha, S. uhttps://library.ncl.res.in/content/enantioselective-separation-amino-acids-using-chiral-polystyrene-microspheres-synthesized