Institute of Fluorescent Probes for Biological Imaging, School of Chemistry and Chemical Engineering, School of Biological Science and Technology, University of Jinan, Jinan, Shandong 250022, PR China.
Institute of Fluorescent Probes for Biological Imaging, School of Chemistry and Chemical Engineering, School of Biological Science and Technology, University of Jinan, Jinan, Shandong 250022, PR China.
Biomaterials. 2016 Sep;100:162-71. doi: 10.1016/j.biomaterials.2016.05.029. Epub 2016 May 21.
H2O2 as one of the most important ROS (Reactive Oxygen Species) has more attack activity to biomolecules such as DNA, RNA, protein and enzyme in alkaline environment and leads to a series of disease. However, no attention has been paid to the fluorescent detection of H2O2 in alkaline environment in the past. Herein, we reported the first ratiometric near-infrared fluorescent probe based on a boric acid derivative of Changsha near-infrared dye (CSBOH) for H2O2 detection in alkaline condition and the application for H2O2 imaging in vivo. ICT (intra-molecular charge transfer) mechanism was used in CSBOH to modulate the fluorescence change. The photophysical change of CSBOH was investigated by comparison with a phenol derivative of Changsha near-infrared dye (CSOH), a structural analogue bearing phenol group. In the presence of H2O2, CSBOH exhibited remarkably different fluorescence change at 650 nm and 720 nm when excited by 560 nm and 670 nm light respectively in alkaline buffer and showed high selectivity toward H2O2. Cellular experiments demonstrate that CSBOH can image endogenously generated H2O2 in macrophages and A431 cells. In vivo experiment demonstrates that both CSOH and CSBOH can be used for bio-imaging, and CSBOH can image H2O2 in living animal successfully.
H2O2 作为最重要的活性氧（ROS）之一，在碱性环境中对 DNA、RNA、蛋白质和酶等生物分子具有更高的攻击活性，导致一系列疾病。然而，过去人们并没有关注碱性环境中 H2O2 的荧光检测。在这里，我们报道了第一个基于 Changsha 近红外染料硼酸衍生物（CSBOH）的比率型近红外荧光探针，用于碱性条件下 H2O2 的检测，并将其应用于体内 H2O2 的成像。ICT（分子内电荷转移）机制被用于 CSBOH 来调节荧光变化。通过与具有苯酚基团的 Changsha 近红外染料（CSOH）的苯酚衍生物进行比较，研究了 CSBOH 的光物理变化。在碱性缓冲液中，当用 560nm 和 670nm 光分别激发时，CSBOH 在 650nm 和 720nm 处表现出明显不同的荧光变化，对 H2O2 具有高选择性。细胞实验表明，CSBOH 可以在巨噬细胞和 A431 细胞中对内源性产生的 H2O2 进行成像。体内实验表明，CSOH 和 CSBOH 都可用于生物成像，并且 CSBOH 可以成功地在活体动物中对 H2O2 进行成像。
