Zeng Chaoyuan, Zhang Xiaoling, Pu Lin
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.
Chemistry. 2017 Feb 16;23(10):2432-2438. doi: 10.1002/chem.201605028. Epub 2017 Jan 20.
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.
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。