Opposite Enantioselectivity of Mg(II) Versus Zn(II) in the Fluorescent Recognition of Amino Acids,The Journal of Organic Chemistry

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Opposite Enantioselectivity of Mg(II) Versus Zn(II) in the Fluorescent Recognition of Amino Acids
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-03-25 , DOI: 10.1021/acs.joc.0c00064
Wang Xinjing ₁ , Yixuan Jiang ₁ , Yufei Chen ₁ , Shanshan Yu ₁ , Dan Shi ₁ , Feng Zhao ₁ , Yu Chen ₁ , Yalin Wang ₁ , Bingyi Huo ₁ , Xiaoqi Yu ₁ , Lin Pu ₂

Affiliation

The addition of Mg²⁺ is found to turn on the fluorescence response of a molecular probe, 3,3′-diformyl-1,1′-bi-2-naphthol, toward chiral amino acids with high enantioselectivity. It is further found that the enantioselective fluorescence responses of the molecular probe in the presence of Mg²⁺ toward certain amino acids are the opposite of those in the presence of Zn²⁺, that is, using Mg²⁺ with an l-amino acid generates much greater fluorescence enhancement than with the corresponding d-amino acid, but using Zn²⁺ with the d-amino acid gives much greater fluorescence than with the l-enantiomer. Thus, simply changing the metal cation additive allows the chirality sense of the fluorescence-based molecular recognition to be easily regulated.

中文翻译：

Mg（II）与Zn（II）在氨基酸荧光识别中的对映选择性相反

发现添加Mg ²⁺可以打开分子探针3,3'-二甲酰基-1,1'-bi-2-萘酚对具有高对映选择性的手性氨基酸的荧光反应。进一步发现，在镁的存在下用分子探针的对映选择性荧光响应²⁺朝向一定的氨基酸是那些在锌的存在下的相对²⁺，即，使用的Mg ²⁺与升α-氨基酸产生比相应的d-氨基酸更大的荧光增强作用，但是与d-氨基酸一起使用Zn ²⁺则比l-氨基酸具有更大的荧光增强作用。-对映体。因此，简单地改变金属阳离子添加剂可以容易地调节基于荧光的分子识别的手性感。

更新日期：2020-03-26

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