Hybrids of a 9-anthracenyl moiety and fluorescein as chemodosimeters for the detection of singlet oxygen in live cells.
Hybrids of a 9-anthracenyl moiety and fluorescein as chemodosimeters for the detection of singlet oxygen in live cells.
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DOI：
10.1039/c9ob02070e
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发表时间：
2019-11
影响因子：
3.2
通讯作者：
S. Chercheja;S. Daum;Hong‐Gui Xu;Frank R. Beierlein;A. Mokhir
中科院分区：
文献类型：
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作者：
S. Chercheja;S. Daum;Hong‐Gui Xu;Frank R. Beierlein;A. Mokhir
单线态氧（1 O2）在人类天然免疫反应、植物生理学和光动力抗癌治疗中起着重要作用。因此，通过使用无毒试剂的方便和灵敏的方法（例如通过检测荧光信号）对其进行监测将是有利的。已知的荧光1 O2-化学剂量计可能消耗细胞中的还原剂，导致产生限制其应用的有毒副产物。在本文中，我们报告了一系列的9-蒽基荧光素杂交，这不需要任何还原剂与1 O2的反应。所选择的化合物8d在100 nM的非常低的浓度下能够在仅20分钟的测定时间内以超过35倍的荧光信号增强检测活的人早幼粒细胞白血病HL-60细胞中的1 O2。即使在≤48 h的长孵育时间下，该化学剂量计在≤1 μM浓度下（未检测更高浓度）对HL-60细胞无毒性。
Singlet oxygen (1O2) plays an important role in human innate immune response, plant physiology and anticancer photodynamic therapy (PDT). Therefore, its monitoring by convenient and sensitive methods (e.g. by detecting a fluorescence signal) by using non-toxic reagents would be advantageous. Known fluorogenic 1O2-chemodosimeters can potentially consume reducing agents in cells leading to the generation of toxic side products that limit their applications. In this paper we report on a series of 9-anthracenyl-fluorescein hybrids, which do not require any reducing agents for their reaction with 1O2. The selected compound 8d at a very low concentration of 100 nM is able to detect 1O2 in live human promyelocytic leukemia HL-60 cells with over 35-fold fluorescence signal enhancement within only 20 min assay time. This chemodosimeter is not toxic to HL-60 cells at concentrations ≤1 μM (higher concentrations were not tested) even at long incubation times ≤48 h.