Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry and Materials Science , Northwest University , Xi'an , Shaanxi 710127 , People's Republic of China.
School of Chemical and Biomedical Engineering , Nanyang Technological University , Singapore 637457.
Anal Chem. 2018 Aug 7;90(15):9301-9307. doi: 10.1021/acs.analchem.8b01879. Epub 2018 Jul 12.
Peroxynitrite (ONOO), a reactive and short-lived biological oxidant, is closely related with many pathological conditions such as cancer. However, real-time in vivo imaging of ONOO in tumors remains to be challenging. Herein, we develop a near-infrared fluorescence (NIRF) and photoacoustic dual-modal molecular probe (CySOCF) composed of a water-soluble hemicyanine dye caged with a trifluoromethyl ketone moiety for in vivo imaging of ONOO. The trifluoromethyl ketone moiety can undergo a series of ONOO-induced cascade oxidation-elimination reactions, leading to sensitive and specific fluorescence and photoacoustic turn-on responses toward ONOO; whereas, a zwitterionic structure of the hemicyanine component ensures good water-solubility. Thus, CySOCF not only specifically detects ONOO in solution and cells with the limit of detection down to 53 nM but also allows for NIRF and photoacoustic dual-modal imaging of ONOO in the tumors of living mice.
过氧亚硝酸盐（ONOO）是一种反应性和短寿命的生物氧化剂，与许多病理状况密切相关，如癌症。然而，实时在体成像肿瘤中的ONOO 仍然具有挑战性。在此，我们开发了一种近红外荧光（NIRF）和光声双模式分子探针（CySOCF），由一个水溶性半花青染料与三氟甲基酮部分笼状组成，用于体内成像 ONOO。三氟甲基酮部分可以经历一系列的 ONOO 诱导的级联氧化消除反应，导致对 ONOO 的敏感和特异性荧光和光声开启响应；而半花青成分的两性离子结构确保了良好的水溶性。因此，CySOCF 不仅可以特异性地检测溶液和细胞中的 ONOO，检测限低至 53 nM，还可以在活体小鼠的肿瘤中进行 NIRF 和光声双模成像。
