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通过与立体动力学紫外/圆二色性探针形成席夫碱对胺类和氨基醇进行定量手性传感。

Quantitative chirality sensing of amines and amino alcohols via Schiff base formation with a stereodynamic UV/CD probe.

作者信息

De Los Santos Zeus A, Ding Ransheng, Wolf Christian

机构信息

Department of Chemistry, Georgetown University, Washington, D.C., USA.

出版信息

Org Biomol Chem. 2016 Feb 14;14(6):1934-9. doi: 10.1039/c5ob02529j.

Abstract

A stereodynamic chemosensor that can be used for simultaneous determination of the absolute configuration, enantiomeric composition and total concentration of chiral amines and amino alcohols based on two fast optical measurements was prepared and tested. The free sensor is CD-silent and produces characteristic blue-shifted UV and CD signals upon substrate binding via Schiff base formation. The potential in high-throughput screening applications and for rational sensor developments are discussed.

摘要

制备并测试了一种立体动力学化学传感器,该传感器可基于两次快速光学测量同时测定手性胺和氨基醇的绝对构型、对映体组成和总浓度。游离传感器无圆二色性信号,通过席夫碱形成与底物结合后会产生特征性的紫外蓝移和圆二色性信号。讨论了其在高通量筛选应用和合理的传感器开发中的潜力。

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