A Unique Paradigm for a Turn-ON Near-Infrared Cyanine-Based Probe: Noninvasive Intravital Optical Imaging of Hydrogen Peroxide
A Unique Paradigm for a Turn-ON Near-Infrared Cyanine-Based Probe: Noninvasive Intravital Optical Imaging of Hydrogen Peroxide
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DOI：
10.1021/ja203145v
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发表时间：
2011-07-20
影响因子：
15
通讯作者：
Shabat, Doron
中科院分区：
文献类型：
--
作者：
Karton-Lifshin, Naama;Segal, Ehud;Shabat, Doron
开发高灵敏度的荧光探针与创新的光学技术相结合，是活体内非侵入性定量成像的一种有前途的策略。菁类荧光染料属于染料超家族，在分子成像的探针设计中引起了人们的极大关注。我们开发了一种新的范式来在花菁分子中引入开启机制，这是基于它们的pi-电子系统的独特变化。通过简单的两步反应合成了新的花菁类荧光素，其荧光量子产率高达16%，消光系数高达52000M(-1)cm(-1)。合成策略允许人们通过在探针分子上引入特定的触发基团来为各种分析物准备探针。该探测器配备了相应的触发器，并展示了对急性脂多糖诱导的小鼠炎症模型中产生的内源性过氧化氢的有效成像。这种方法首次提供了一种有效的方法来制备模块化的分子开启探针，该探针可以在与特定分析物反应时释放活性的菁类荧光团。
The development of highly sensitive fluorescent probes in combination with innovative optical techniques is a promising strategy for intravital noninvasive quantitative imaging. Cyanine fluorochromes belong to a superfamily of dyes that have attracted substantial attention in probe design for molecular imaging. We have developed a novel paradigm to introduce a Turn-ON mechanism in cyanine molecules, based on a distinctive change in their pi-electrons system. Our new cyanine fluorochrome is synthesized through a simple two-step procedure and has an unprecedented high fluorescence quantum yield of 16% and large extinction coefficient of 52 000 M(-1) cm(-1). The synthetic strategy allows one to prepare probes for various analytes by introducing a specific triggering group on the probe molecule. The probe was equipped with a corresponding trigger and demonstrated efficient imaging of endogenous hydrogen peroxide, produced in an acute lipopolysaccharide-induced inflammation model in mice. This approach provides, for the first time, an available methodology to prepare modular molecular Turn-ON probes that can release an active cyanine fluorophore upon reaction with specific analyte.