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一种用于活细胞中单线态氧检测的高效化学发光探针。

A Highly Efficient Chemiluminescence Probe for the Detection of Singlet Oxygen in Living Cells.

机构信息

School of Chemistry, Faculty of Exact Sciences, Tel Aviv University, Tel Aviv, 69978, Israel.

Department of Physiology and Pharmacology, Faculty of Medicine, Tel Aviv University, Tel Aviv, 69978, Israel.

出版信息

Angew Chem Int Ed Engl. 2017 Sep 18;56(39):11793-11796. doi: 10.1002/anie.201705803. Epub 2017 Aug 16.

DOI:10.1002/anie.201705803
PMID:28749072
Abstract

Singlet oxygen is among the reactive oxygen species (ROS) with the shortest life-times in aqueous media because of its extremely high reactivity. Therefore, designing sensors for detection of O is perhaps one of the most challenging tasks in the field of molecular probes. Herein, we report a highly selective and sensitive chemiluminescence probe (SOCL-CPP) for the detection of O in living cells. The probe reacts with O to form a dioxetane that spontaneously decomposes under physiological conditions through a chemiexcitation pathway to emit green light with extraordinary intensity. SOCL-CPP demonstrated promising ability to detect and image intracellular O produced by a photosensitizer in HeLa cells during photodynamic therapy (PDT) mode of action. Our findings make SOCL-CPP the most effective known chemiluminescence probe for the detection of O . We anticipate that our chemiluminescence probe for O imaging would be useful in PDT-related applications and for monitoring O endogenously generated by cells in response to different stimuli.

摘要

单线态氧是水中寿命最短的活性氧(ROS)之一,因为其具有极高的反应活性。因此,设计用于检测 O 的传感器可能是分子探针领域最具挑战性的任务之一。在此,我们报告了一种用于检测活细胞中 O 的高选择性和高灵敏度化学发光探针(SOCL-CPP)。探针与 O 反应形成二氧杂环丁烷,在生理条件下通过化学激发途径自发分解,以非凡的强度发射绿光。SOCL-CPP 在光动力治疗(PDT)作用模式下,表现出有希望的能力,可以检测和成像光敏剂在 HeLa 细胞中产生的细胞内 O 。我们的研究结果使 SOCL-CPP 成为检测 O 的最有效已知化学发光探针。我们预计,我们的 O 成像化学发光探针将可用于 PDT 相关应用以及监测细胞内源性产生的 O 以响应不同的刺激。

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