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活细胞中游离氨基酸的对映选择性荧光成像

Enantioselective Fluorescent Imaging of Free Amino Acids in Living Cells.

作者信息

Zeng Chaoyuan, Zhang Xiaoling, Pu Lin

机构信息

Key Laboratory of Cluster Science of Ministry of Education, Beijing Key Laboratory of Photoelectronic/Electrophotonic, Conversion Materials, School of Chemistry, Beijing Institute of Technology, 5 Zhongguancun Road, Beijing, 100081, P.R. China.

Department of Chemistry, University of Virginia, Charlottesville, VA, 22904, USA.

出版信息

Chemistry. 2017 Feb 16;23(10):2432-2438. doi: 10.1002/chem.201605028. Epub 2017 Jan 20.

Abstract

1,1'-Spirobiindane-7,7'-diol (SPINOL)-based chiral aldehydes (R)- and (S)-3, in combination with Zn , are highly enantioselective fluorescent sensors for structurally diverse chiral amino acids. Application of this enantiomeric sensor pair in HeLa cells containing a free amino acid shows that the chirality-matched sensor-amino acid interaction leads to strong blue emission and chirality mismatch gives only weak fluorescence. This allows a quick determination of the chiral configuration of the free amino acid in the cells. It represents the first enantioselective fluorescent imaging of free amino acids in living cells.

摘要

基于1,1'-螺二氢茚-7,7'-二醇(SPINOL)的手性醛(R)-3和(S)-3与锌结合,是用于多种结构手性氨基酸的高对映选择性荧光传感器。将这种对映体传感器对应用于含有游离氨基酸的HeLa细胞中,结果表明手性匹配的传感器-氨基酸相互作用会导致强烈的蓝色发射,而手性不匹配则只会产生微弱的荧光。这使得能够快速确定细胞中游离氨基酸的手性构型。它代表了活细胞中游离氨基酸的首次对映选择性荧光成像。

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