Fluorescent sensors for the enantioselective recognition of mandelic acid: signal amplification by dendritic branching.
Fluorescent sensors for the enantioselective recognition of mandelic acid: signal amplification by dendritic branching.
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DOI：
10.1021/ja020989k
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发表时间：
2002-10
影响因子：
15
通讯作者：
Ming‐Hua Xu;Jing Lin;Q. Hu;L. Pu
中科院分区：
文献类型：
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作者：
Ming‐Hua Xu;Jing Lin;Q. Hu;L. Pu
合成了新型手性双联萘化合物，对扁桃酸进行了对映选择性荧光识别。通过将树枝状分支引入手性受体单元，受体的荧光信号由于树枝状结构的捕光效应而被显著放大。这大大提高了传感器在荧光识别中的灵敏度。对三代传感器的研究表明，零代传感器由于其在核上的荧光信号大大增强，对映体选择性高，是扁桃酸识别的最佳选择。该传感器可用于不对称合成α-羟基羧酸的手性催化剂的高通量筛选。
Novel chiral bisbinaphthyl compounds have been synthesized for the enantioselective fluorescent recognition of mandelic acid. By introducing dendritic branches to the chiral receptor unit, the fluorescence signals of the receptors are significantly amplified because of the light-harvesting effect of the dendritic structure. This has greatly increased the sensitivity of the sensors in the fluorescent recognition. Study of the three generation sensors demonstrates that the generation zero sensor is the best choice for the recognition of mandelic acid because of its greatly increased fluorescence signal over the core and its high enantioselectivity. This sensor is potentially useful for the high throughput screening of chiral catalysts for the asymmetric synthesis of alpha-hydroxycarboxylic acids.