Design of chiral acidic molecularly imprinted polymer for the enantioselective separation of (±)-DOPA
Background
The study focuses on developing a stable enantioselective matrix for the efficient chiral identification and enantioresolution of l-DOPA and (±)-DOPA. The matrix is derived from a copolymeric material made from poly[(vinylsulfonic acid)-co-(4-vinylpyridine)] crosslinked with divinylbenzene.
Results
l-DOPA-vinylsulfonamide was synthesized and characterized. This chiral sulfonamide was copolymerized with 4-vinylpyridine in the presence of a divinylbenzene crosslinker, using azobisisobutyronitrile as a thermal initiator. Post-polymerization, the polymeric particles were treated with NaOH and subsequently washed with acid to remove the integrated l-DOPA species. Scanning electron microscopy and Fourier transform infrared spectroscopy confirmed the imprinted l-DOPA-IP particles. The manufactured l-DOPA-IP demonstrated a tenfold greater affinity for l-DOPA compared to d-DOPA. Langmuir adsorption experiments at pH 6 showed a maximum capacity of 162 mg g−1. Enantiomeric excess values for l- and d-DOPA, determined through optical separation using a column approach, were 94% and 82%, respectively, in the loading and recovery solutions.
期刊介绍:
Journal of Chemical Technology and Biotechnology(JCTB) is an international, inter-disciplinary peer-reviewed journal concerned with the application of scientific discoveries and advancements in chemical and biological technology that aim towards economically and environmentally sustainable industrial processes.