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基于含 S-色氨酸单元的 BINOL 的氨基酸衍生物的对映选择性荧光传感器:合成与手性识别。

Enantioselective fluorescent sensors for amino acid derivatives based on BINOL bearing S-tryptophan unit: synthesis and chiral recognition.

机构信息

Institute of Fine Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China.

出版信息

J Fluoresc. 2011 May;21(3):991-1000. doi: 10.1007/s10895-009-0585-5. Epub 2010 Jan 7.

Abstract

Four novel derivatives of BINOL bearing S-tryptophan unit have been prepared and the structures of these compounds characterized by IR, MS, (1)H and (13)C NMR spectroscopy and elemental analysis. The enantioselective recognition of these receptors has been studied by fluorescence titration and (1)H NMR spectroscopy. The receptors exhibited different chiral recognition abilities towards N-Boc-protected amino acid anions and formed 1:1 complexes between host and guest. Receptors exhibit excellent enantioselective fluorescent recognition ability towards the amino acid derivatives.

摘要

已经制备了四个带有 S-色氨酸单元的 BINOL 新型衍生物,并通过红外光谱、质谱、(1)H 和(13)C NMR 光谱和元素分析对这些化合物的结构进行了表征。通过荧光滴定和(1)H NMR 光谱研究了这些受体的对映选择性识别。这些受体对 N-Boc 保护的氨基酸阴离子表现出不同的手性识别能力,并在主体和客体之间形成 1:1 配合物。受体对氨基酸衍生物具有出色的对映选择性荧光识别能力。

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