<br>三醋酸纤维素膜手性分离D,L-苯基甘氨酸,Journal of Applied Polymer Science

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三醋酸纤维素膜手性分离D,L-苯基甘氨酸
Journal of Applied Polymer Science ( IF 2.7 ) Pub Date : 2024-04-09 , DOI: 10.1002/app.55571
Hong‐Wei Zhao ₁ , Xue‐Fei Cui ₁ , Li‐Ming Yuan ₁

Affiliation

对映体纯药物在医学应用中尤其重要。苯甘氨酸作为重要的药物中间体，通常以单一对映体形式用于药物合成。手性膜分离具有操作简单、能耗低、可扩展等优点，在手性药物分离方面具有巨大的潜力。在这项工作中，通过相转化制备三醋酸纤维素 (CTA) 膜，并用于浓度梯度驱动的渗透实验，以研究 D,L-苯基甘氨酸溶液的选择性渗透。扫描电子显微镜揭示了所制造的膜的表面和横截面形貌。经过单因素优化，CTA膜在D,L-苯基甘氨酸分离中表现出68.94%的对映体过量。该膜在重复使用后仍能保持其选择性渗透能力。这表明CTA膜对D,L-苯基甘氨酸溶液具有良好的手性选择性透过性，且性能稳定。 CTA主链六元环上的手性碳以及主链的单手螺旋结构被认为是造成膜的手性选择性的原因。这是首次利用CTA膜进行手性氨基酸分离的报道，为外消旋混合物的膜分离提供了实验参考和理论基础。它可以促进手性膜的可扩展应用。

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Chiral separation of D,L-phenylglycine by cellulose triacetate membranes

Enantiopure pharmaceuticals are especially important in medicinal applications. Phenylglycine, as a critical pharmaceutical intermediate, is often utilized in single enantiomeric form for drug synthesis. Chiral membrane separation offers advantages such as simple operation, low energy consumption, and scalability, holding great potential for chiral drug separations. In this work, cellulose triacetate (CTA) membranes are prepared via phase inversion and used for permeation experiments driven by a concentration gradient to investigate selective permeation of D,L-phenylglycine solutions. Scanning electron microscopy reveals surface and cross-sectional morphologies of the fabricated membranes. After single-factor optimization, the CTA membrane exhibits an enantiomeric excess of 68.94% for D,L-phenylglycine separation. The membrane maintains its selective permeation capability after repeated use. This indicates the CTA membrane has favorable chiral selective permeation for D,L-phenylglycine solutions with stable performance. The chiral carbon on the six-membered ring of the CTA backbone, as well as the single-handed helical structure of the backbone, are thought to be responsible for the chiral selectivity of the membrane. This is the first report of using CTA membranes for chiral amino acid separation, providing experimental references and theoretical basis for membrane separation of racemic mixtures. It could facilitate scalable applications of chiral membranes.

更新日期：2024-04-09

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