A near-infrared fluorescent probe based on a novel rectilinearly π-extended rhodamine derivative and its applications

被引:25
作者
Gong, Jin [1 ]
Liu, Chang [2 ,3 ]
Jiao, Xiaojie [2 ,3 ]
He, Song [2 ,3 ]
Zhao, Liancheng [1 ]
Zeng, Xianshun [1 ,2 ,3 ]
机构
[1] Harbin Inst Technol, Sch Mat Sci & Engn, Harbin 150001, Peoples R China
[2] Tianjin Univ Technol, Sch Mat Sci & Engn, Tianjin Key Lab Photoelect Mat & Devices, Minist Educ, Tianjin 300384, Peoples R China
[3] Tianjin Univ Technol, Sch Mat Sci & Engn, Key Lab Display Mat & Photoelect Devices, Minist Educ, Tianjin 300384, Peoples R China
基金
中国国家自然科学基金;
关键词
LARGE STOKES SHIFT; CU2+ IONS; HYPOCHLOROUS ACID; CELLULAR COPPER; SI-RHODAMINE; CU(II) ION; DESIGN; DYES; PLATFORM; MICE;
D O I
10.1039/c9tb02739d
中图分类号
TB3 [工程材料学]; R318.08 [生物材料学];
学科分类号
0805 ; 080501 ; 080502 ;
摘要
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 pi-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 Cu(2+)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.
引用
收藏
页码:2343 / 2349
页数:7
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