@article {48423, title = {Enantioselective separation of amino acids using chiral polystyrene microspheres synthesized by a post-polymer modification approach}, journal = {ACS Polymers Au}, volume = {2}, year = {2022}, month = {MAR}, pages = {257{\textendash}265}, type = {Article}, abstract = {

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{\textendash}fragmentation chain-transfer (RAFT) polymerization technique and further post-polymer modification was applied by Friedel{\textendash}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.

}, doi = {10.1021/acspolymersau.2c00004}, author = {Nikam, Shrikant B. and Asha S. K} }