基于新型直线型π-扩展罗丹明衍生物的近红外荧光探针及其应用。
A near-infrared fluorescent probe based on a novel rectilinearly π-extended rhodamine derivative and its applications.
机构信息
School of Materials Science and Engineering, Harbin Institute of Technology, Harbin, 150001, China.
Tianjin Key Laboratory for Photoelectric Materials and Devices, and Key Laboratory of Display Materials and Photoelectric Devices, Ministry of Education, School of Materials Science & Engineering, Tianjin University of Technology, Tianjin, 300384, China.
出版信息
J Mater Chem B. 2020 Mar 18;8(11):2343-2349. doi: 10.1039/c9tb02739d.
We designed and synthesized a novel near-infrared (NIR) mitochondria-targeted fluorescent probe RQNA for the specific detection of mitochondrial Cu2+ because mitochondria are important reservoirs of intracellular copper. For the preparation of this probe, a novel π-extended fluorescent xanthene dye RQN was firstly synthesized via an intramolecular nucleophilic substitution of aromatic hydrogen (SNArH) strategy. Then, probe RQNA was prepared by the reaction of RQN and hydrazine hydrate, followed by treatment with acetone. RQNA exhibited selectivity, sensitivity (22 nM), and fast response time (20 s) for the detection of Cu2+via a specific Cu2+-triggered ring-opening and hydrolysis cascade reaction. RQNA is cell-membrane permeable and mitochondria-targetable, and can be used for monitoring mitochondrial Cu2+ in living cells.
我们设计并合成了一种新型的近红外（NIR）线粒体靶向荧光探针 RQNA，用于特异性检测线粒体 Cu2+，因为线粒体是细胞内铜的重要储存库。为了制备这种探针，我们首先通过芳香氢的分子内亲核取代（SNArH）策略合成了一种新型的π扩展荧光呫吨染料 RQN。然后，通过 RQN 与水合肼的反应以及随后用丙酮处理，制备了探针 RQNA。RQNA 通过特定的 Cu2+触发的开环和水解级联反应，对 Cu2+具有选择性、灵敏度（22 nM）和快速的响应时间（20 s）。RQNA 具有细胞膜通透性和线粒体靶向性，可用于监测活细胞中的线粒体 Cu2+。
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