Wang Caiyue, Zhang Shuping, Huang Junhai, Cui Lei, Hu Jin, Tan Shaoying
College of Science, University of Shanghai for Science and Technology Shanghai China.
State Key Laboratory of New Drug and Pharmaceutical Process, Shanghai Institute of Pharmaceutical Industry, China State Institute of Pharmaceutical Industry 1599 Zhangheng Road Shanghai 201203 China
RSC Adv. 2019 Jul 11;9(37):21572-21577. doi: 10.1039/c9ra02741f. eCollection 2019 Jul 5.
A hypoxia activated fluorescent probe AZO-Cy which contains an azo group conjugated to the electron withdrawing part of the fluorescent dye was synthesized. In the presence of NADH, AZO-Cy displayed high selectivity and sensitivity to cytochrome P450 reductase (CPR) under low . The probe showed high anti-interference capability in the presence of other biothiols and ions. In A549 cell imaging, the fluorescence intensity is increased about 11-fold under hypoxia compared to normoxia conditions. Further inhibitor experiments showed that CPR is not the only reductase that can take part in the process of azo bond reduction. The probe AZO-Cy displayed high oxygen sensitivity in the identified different hypoxic status of tumor cells which provides huge potential application toward hypoxia detection.
合成了一种缺氧激活荧光探针AZO-Cy，其含有与荧光染料的吸电子部分共轭的偶氮基团。在NADH存在下，AZO-Cy在低氧条件下对细胞色素P450还原酶（CPR）表现出高选择性和敏感性。该探针在存在其他生物硫醇和离子的情况下显示出高抗干扰能力。在A549细胞成像中，与常氧条件相比，缺氧条件下荧光强度增加约11倍。进一步的抑制剂实验表明，CPR不是唯一能参与偶氮键还原过程的还原酶。探针AZO-Cy在已确定的肿瘤细胞不同缺氧状态中表现出高氧敏感性，这为缺氧检测提供了巨大的潜在应用价值。
