A Dual-Modal Molecular Probe for Near-Infrared Fluorescence and Photoacoustic Imaging of Peroxynitrite,Analytical Chemistry

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A Dual-Modal Molecular Probe for Near-Infrared Fluorescence and Photoacoustic Imaging of Peroxynitrite
Analytical Chemistry ( IF 6.7 ) Pub Date : 2018-06-26 00:00:00 , DOI: 10.1021/acs.analchem.8b01879
Jianjian Zhang _{1,

2} , Xu Zhen ₂ , Jianfeng Zeng ₃ , Kanyi Pu ₂

Affiliation

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 (CySO₃CF₃) 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, CySO₃CF₃ 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.

中文翻译：

一种双模态分子探针，用于过氧亚硝酸盐的近红外荧光和光声成像

过氧亚硝酸盐（ONOO ^–）是一种反应性强，寿命短的生物氧化剂，与许多病理状况（例如癌症）密切相关。然而，实时在ONOO的体内成像^-肿瘤仍有待挑战。在本文中，我们开发了一种由水溶性半菁染料和三氟甲基酮部分组成的近红外荧光（NIRF）和光声双峰分子探针（CySO ₃ CF ₃），用于ONOO ^–的体内成像。三氟甲基酮部分可经历一系列的ONOO ^-诱导的级联氧化消除反应，导致敏感和特异的荧光和光声接通朝向ONOO响应^-; 半胱氨酸组分的两性离子结构确保了良好的水溶性。因此，CySO ₃ CF ₃不仅特异性检测ONOO ^-在溶液中和细胞检测极限降低到53毫微米，但也允许NIRF和ONOO的光声双态成像^-在活小鼠中的肿瘤。

更新日期：2018-06-26

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