利用L-半胱氨酸自组装膜和混合溶剂协同作用手性拆分DL-谷氨酸  

Co-effect of L-Cysteine Self-assembled Monolayers and Mixed Solvents on Chiral Separation of DL-glutamic Acid

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作  者:周心慧[1] 王海水[1] 

机构地区:[1]华南理工大学化学与化工学院,广州510640

出  处:《高等学校化学学报》2017年第6期1076-1081,共6页Chemical Journal of Chinese Universities

基  金:国家自然科学基金(批准号:20873136);高校科研专项项目(批准号:2015ZM050)资助~~

摘  要:基于L-半胱氨酸(L-Cys)自组装膜(SAMs)在乙醇-水混合溶剂体系中对外消旋谷氨酸展现出的手性识别能力,在含60%(体积分数)乙醇的乙醇-水混合溶剂中,利用L-Cys SAMs对不同手性谷氨酸的选择性结晶作用,通过多次重结晶,分离出纯D-谷氨酸晶体,从而实现了对DL-谷氨酸的手性拆分.In general, crystallization of a racemic glutamic acid aqueous solution will yield optically inactive raeemic compound crystals(DL-erystals), it makes a great challenge to chiral separation of DL-glutamic acid. We found that D-crystals and L-crystals ( the conglomerates) of glutamic acid can be deposited from the mixed solvents of water and ethanol, providing an opportunity to separate the D- and L-forms of glutamic acid. Moreover, L-cysteine self-assembled monolayers (L-Cys SAMs ) on the gold (111) surface showed chiral discriminating ability in the mixed solvents. SEM, XRD and Raman techniques were employed to characterize the crystals grown on the L-Cys SAMs. The relative contents of L-forms and D-forms in the conglomerates were measured by a pre-column derivatization HPLC method. The experimental results demonstrated that the conglomerates with D-glutamic acid excess were obtained on the L-Cys SAMs from a 60% (volume fraction) ethanol-water mixed solvent. And more importantly, the pure D-crystals alone can be deposited from the mixed solvents by the co-effect of L-Cys SAMs and mixed solvents and a typical "in-series enriched method".

关 键 词:手性拆分 谷氨酸 乙醇-水混合溶剂 自组装膜 L-半胱氨酸 

分 类 号:O645.5[理学—物理化学]

 

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