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Evolving a Unique Red-Emitting Fluorophore with an Optically Tunable Hydroxy Group for Imaging Nitroreductase in Cells, in Tissues, and in Vivo.
Analytical Chemistry ( IF 6.7 ) Pub Date : 2019-12-06 , DOI: 10.1021/acs.analchem.9b04564
Rong Peng 1 , Jie Yuan 1 , Dan Cheng 1 , Tianbing Ren 1 , Fangping Jin 1 , Ronghua Yang 2 , Lin Yuan 1 , Xiaobing Zhang 1
Affiliation  

Fluorescence molecular imaging has attracted increasing attention due to its various advantages. Lots of fluorophores have been developed to meet various molecular imaging needs. However, it is still inconvenient due to the lack of excellent fluorophores with an optically tunable group for biological molecular imaging. Here a new platform of a versatile long wavelength fluorophore with an optically tunable hydroxyl group was successfully developed by regulating molecular planarity and the twisted intramolecular charge transfer effect with a protected and deprotected hydroxyl group approach via "step by step" modifying strategy. As an excellent representative of this new type of fluorophore, LDOH-4 possesses good chemical and optical properties and shows a potential application prospect. As a proof-of-concept, a nitroreductase-activated TP fluorescent probe LDO-NTR was designed, which not only sensitively recognizes NTR with more than 310-fold response signal enhancement in vitro but also tracks NTR in a hypoxia tumor mouse model in vivo by using two-photon imaging. It is hopeful that the long wavelength fluorophore with the optically tunable hydroxyl group can serve as a useful platform to extend capable detection tools in biological chemistry and biomedical applications.

中文翻译:

进化具有光学可调羟基的独特的发红荧光团,用于成像细胞,组织和体内的硝基还原酶。

荧光分子成像由于其各种优点而引起了越来越多的关注。已经开发了许多荧光团以满足各种分子成像需求。然而,由于缺乏具有用于生物分子成像的光学可调基团的优异荧光团,因此仍然不方便。在这里,通过“逐步”修饰策略,通过保护和脱保护的羟基方法调节分子的平面性和扭曲的分子内电荷转移效应,成功开发了具有光学可调羟基的多功能长波长荧光团的新平台。作为这种新型荧光团的出色代表,LDOH-4具有良好的化学和光学性质,并显示出潜在的应用前景。作为概念证明,设计了一种硝基还原酶激活的TP荧光探针LDO-NTR,该探针不仅可以在体外以超过310倍的响应信号增强来灵敏地识别NTR,而且还可以通过使用双光子成像在体内低氧肿瘤小鼠模型中追踪NTR。希望具有光学可调羟基的长波长荧光团可以作为扩展生物化学和生物医学应用中有能力的检测工具的有用平台。
更新日期:2019-12-06
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