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Chiral, PH-sensitive Polyacrylamide Hydrogels: Preparation And Enantio-differentiating Release Ability

R. Cheng, J. Liu, P. Xie, Y. Wu, Jianping Deng
Published 2015 · Materials Science

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Abstract Both pH-sensitive hydrogels and chiral hydrogels have evoked large interest in recent years. In the study, we designed and prepared a novel type of hydrogels simultaneously showing pH-sensitivity and chirality. Such hydrogels were prepared by free radical co-polymerization using N -acryloyl- l -alanine as chiral hydrophilic monomer and octadecyl acrylate as hydrophobic monomer, with K 2 S 2 O 8 as initiator and N , N ′-methylenebisacrylamide as chemical cross-linking agent. The obtained hydrogels exhibited remarkable pH-sensitive swelling ability in water. The optical activity of the hydrogels was characterized using circular dichroism spectroscopy. More interestingly, the hydrogels showed enantio-differentiating release ability towards proline enantiomers, in which d -proline was preferentially released. The hydrogels also demonstrated remarkable enantio-differentiating release ability toward chiral drug ibuprofen.
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