Fluorescent flavonoids for endoplasmic reticulum cell imaging.

Fluorescent flavonoids for endoplasmic reticulum cell imaging.
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DOI:
10.1039/c6tb02456d
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发表时间:
2016-12-28
期刊:
Journal of materials chemistry. B
影响因子:
--
通讯作者:
Pang Y
Pang Y
中科院分区:
其他
文献类型:
--
作者:
McDonald L;Liu B;Taraboletti A;Whiddon K;Shriver LP;Konopka M;Liu Q;Pang Y

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活体亚细胞器的可视化对于基础生物医学研究和临床应用至关重要。合成了两个新的含酰胺取代基的黄酮类化合物,并对其结构进行了表征。黄酮类化合物在水溶液中几乎不发荧光,在有机溶剂中有两个发射峰(λem分别位于495-536 nm和570-587 nm),分别归属于受激正态发射(N*)和互变异构体发射(T*)。当在少突胶质细胞上检测染料时,发现它们选择性地积聚在内质网(ER)中,内质网是参与脂质和蛋白质合成的真核细胞器,产生荧光开启。ER选择性黄酮类化合物由于其低分子量(<500)、大的Stokes位移、低毒性和生物相容性而可能是有价值的工具。
Visualization of subcellular organelles in vivo is critical for basic biomedical research and clinical applications. Two new flavonoids with an amide substituent were synthesized and characterized. The flavonoids were nearly non-fluorescent in aqueous environment, but exhibited two emission peaks (one λem at 495–536 nm and the other at 570–587 nm) in organic solvents, which were assigned to the excited normal (N*) and tautomer (T*) emission. When the dyes were examined on oligodendrocyte cells, they were found to selectively accumulate in the endoplasmic reticulum (ER), a eukaryotic organelle involved in lipid and protein synthesis, giving fluorescence turn-on. The ER-selective flavonoids could be a valuable tool due to its low molecular mass (<500), large Stokes’ shift, low toxicity, and biocompatibility.