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首页> 外文期刊>Chemistry: A European journal >Synthesis of Poly-g-S-2-methylbutyl-l-glutamate and Poly-g-S-2-methylbutyl-d-glutamate and Their Use as Enantiodiscriminating Alignment Media in NMR Spectroscopy
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Synthesis of Poly-g-S-2-methylbutyl-l-glutamate and Poly-g-S-2-methylbutyl-d-glutamate and Their Use as Enantiodiscriminating Alignment Media in NMR Spectroscopy

机译：合成聚-G-S-2-甲基丁基-L-谷氨酸和聚-G-S-2-甲基丁基-D-谷氨酸的用途及其在核磁共振光谱中用作映射对准介质的用途

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摘要

Lyotropic liquid crystalline (LLC) phases of polyglutamic acid derivatives, such as poly-g-benzyl-l-glutamate, are suitable alignment media for organic structure elucidation by NMR spectroscopy. Their helical structure is responsible for enantiodiscrimination. As part of our ongoing investigations concerning the alignment mechanism(s) of these systems, we considered whether an additional chiral center in the side chain could improve enantiodiscrimination relative to the helical polymer with an achiral side chain. Therefore, the diastereoisomers poly-g-S-2-methylbutyl-l-glutamate (PSMBLG) and poly-g-S-2-methylbutyl-d-glutamate (PSMBDG) were synthesized. These two polymers were tested for their liquid crystallinity and suitability as alignment media. The spatial structure of the solutes (-)-curcumol and isopinocampheol (IPC) were validated by the residual dipolar coupling data obtained. Additionally, enantiodiscrimination of IPC was observed in the new alignment media and compared with the enantiodiscrimination of IPC in other homopolypeptides.
机译：聚谷氨酸衍生物（例如聚-G-苄基-1-谷氨酸）的溶液液晶（LLC）相是合适的对准培养基，用于通过NMR光谱阐明的有机结构。他们的螺旋结构负责对闭合性脉动。作为关于这些系统的对准机制的持续调查的一部分，我们考虑了侧链中的额外手性中心是否可以改善相对于螺旋聚合物的闭性脉状脉状物。因此，合成了非对映异构体聚-G-S-2-甲基丁基-1-谷氨酸（PSMBLG）和聚-G-S-2-甲基丁基-D-谷氨酸（PSMBDG）。测试这两种聚合物的液晶度和适合性作为对准介质。通过获得的残余偶极耦合数据验证溶质（ - ） - 姜黄和异戊酰胺（IPC）的空间结构。另外，在新的对准培养基中观察到IPC的映染色，并与其他均聚肽中IPC的闭经划分进行比较。

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