Deep-eutectic solvents simultaneously used as the phase-forming components and chiral selectors for enantioselective liquid-liquid extraction of tryptophan enantiomers

Deep-eutectic solvents simultaneously used as the phase-forming components and chiral selectors for enantioselective liquid-liquid extraction of tryptophan enantiomers
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低共熔溶剂同时用作色氨酸对映体的对映选择性液-液萃取的相形成组分和手性选择剂

DOI:
10.1016/j.molliq.2020.114106
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发表时间:
2020-12
影响因子:
6
通讯作者:
Zhijian Tan
Zhijian Tan
中科院分区:
化学2区
文献类型:
--
作者:
Shaoping Ma;Fenfang Li;Liangliang Liu;Liping Liao;Li Chang;Zhijian Tan

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两相系统广泛用于各种对映体的对映选择性液液萃取(ELLE)。萃取剂一般采用有机溶剂,此外,萃取体系中还需添加额外的手性选择剂。在本研究中,针对色氨酸对映体的 ELLE 开发了基于亲水性和疏水性 DES 的双相识别手性萃取 (BRCE) 系统。 DES可以同时用作相形成组分和手性选择器。筛选疏水/亲水甲基三辛基氯化铵-L(+)-L-酒石酸二乙酯/HP-β-CD-L-(−)-苹果酸(MTAC-DE/HC-MA)体系作为最佳提取体系。 DES 中氢键受体 (HBA) 和氢键供体 (HBD) 的摩尔比针对对映体分离进行了优化。研究了相体积比、初始色氨酸浓度、pH值和提取温度的其他因素。在最佳条件下一步萃取得到的最大对映体过量(e.e)值为38.46%。该BRCE系统用于色氨酸对映体手性分离,具有环境友好、操作简单、效率高等优点,在连续对映体分离过程中具有实际应用潜力。
Two-phase system was widely used for the enantioselective liquid-liquid extraction (ELLE) of various enantiomers. The organic solvents are generally used as the extractants, moreover, the additional chiral selectors should be added to the extraction system. In this study, a biphasic recognition chiral extraction (BRCE) system based on hydrophilic and hydrophobic DESs was developed for the ELLE of tryptophan enantiomers. DESs can be simultaneously used as the phase-forming components and chiral selectors. The hydrophobic/hydrophilic methyl trioctyl ammonium chloride- L(+)-Diethyl L-tartrate/HP-β-CD-L-(−)-Malic Acid (MTAC-DE/HC-MA) system was screened as the optimal extraction system. The molar ratios of hydrogen-bond acceptor (HBA) and hydrogen-bond donor (HBD) in DESs were optimized for the enantioseparation. The other factors of phase volume ratio, initial tryptophan concentration, pH value, and extraction temperature were studied. The maximum enantiomeric excess (e.e.) value of 38.46% was obtained under the optimal conditions by one-step extraction. This BRCE system used for the chiral separation of tryptophan enantiomers has the advantages of environmental friendliness, simple operation, and high efficiency, which has the practical application potentiality in the continuous enantioseparation process.
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DOI: 10.1002/anie.202004104
发表时间: 2020
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