Unified sensing of the concentration and enantiomeric composition of chiral compounds with an achiral probe

Unified sensing of the concentration and enantiomeric composition of chiral compounds with an achiral probe
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DOI:
10.1016/j.chempr.2022.03.008
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发表时间:
2022-06-09
期刊:
影响因子:
23.5
通讯作者:
Wolf, Christian
Wolf, Christian
中科院分区:
化学1区
文献类型:
--
作者:
Sripada, Archita;Thanzeel, Yushra;Wolf, Christian

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尽管引入了市售的圆二色(CD)微孔板读取器,但长期以来光学手性化合物传感的不实用性限制了高通量实验技术的潜力和接受度。热带不对称反应传感通常需要紫外或荧光测量结合CD分析,以确定产率和对映体比与两个单独的校准曲线。在这里,我们介绍了一种策略,通过专门使用CD分析和非手性探针来实现胺、氨基醇和所有标准手性氨基酸的定量检测,从而消除了对紫外线和荧光测量的需要。统一的CD传感优于传统的光学、核磁共振和色谱方法,并且在减少化学废物产生方面具有速度、劳动力和成本优势。它可以很容易地适应任何实验室,它可以应用于微尺度的不对称反应筛选而不需要检查,它是普遍适用的,不局限于使用任何特定的光学探针。
Long-standing impracticalities with optical chiral compound sensing have limited the potential and acceptance of high-throughput experimentation technology despite the introduction of commercially available circular dichroism (CD) microplate readers. Chiroptical asymmetric reaction sensing typically requires UV or fluorescence measurements in combination with CD analysis to determine yield and enantiomeric ratio with two separate calibration curves. Herein, we introduce a strategy that achieves both through the exclusive use of CD analysis with an achiral probe designed for quantitative sensing of amines, amino alcohols, and all standard chiral amino acids, thus eliminating the need for UV and fluorescence measurements. Unified CD sensing outperforms traditional optical, NMR, and chromatographic methods and offers speed, labor, and cost benefits at reduced chemical waste production. It can be easily adapted by any laboratory, it can be applied in microscale asymmetric reaction screening without workup, and it is universally applicable and not restricted to the use of any particular optical probe.