Silole-Based Red Fluorescent Organic Dots for Bright Two-Photon Fluorescence In vitro Cell and In vivo Blood Vessel Imaging

被引:95
作者
Chen, Bin [1 ]
Feng, Guangxue [2 ]
He, Bairong [3 ]
Goh, Chiching [4 ]
Xu, Shidang [2 ]
Ramos-Ortiz, Gabriel [5 ]
Aparicio-Ixta, Laura [5 ]
Zhou, Jian [1 ]
Ng, Laiguan [4 ]
Zhao, Zujin [1 ,3 ]
Liu, Bin [2 ]
Tang, Ben Zhong [3 ,6 ]
机构
[1] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Peoples R China
[2] Natl Univ Singapore, Dept Chem & Biomol Engn, Singapore 117585, Singapore
[3] S China Univ Technol, State Key Lab Luminescent Mat & Devices, Guangzhou 510640, Guangdong, Peoples R China
[4] ASTAR, Singapore Immunol Network SIgN, Singapore, Singapore
[5] Ctr Invest Opt, AP 1-948, I-94837000 Leon, Gto, Spain
[6] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong, Peoples R China
基金
新加坡国家研究基金会; 中国国家自然科学基金;
关键词
aggregation-enhanced emission; bioimaging; organic dots; silole; two-photon fluorescence; AGGREGATION-INDUCED EMISSION; MODIFIED SILICA NANOPARTICLES; BIOCOMPATIBLE NANOPARTICLES; ONE-PHOTON; CHROMOPHORES; ABSORPTION; PROBE; BIOPROBES; MICELLES; DESIGN;
D O I
10.1002/smll.201502822
中图分类号
O6 [化学];
学科分类号
070301 [无机化学];
摘要
Robust luminescent dyes with efficient two-photon fluorescence are highly desirable for biological imaging applications, but those suitable for organic dots fabrication are still rare because of aggregation-caused quenching. In this work, a red fluorescent silole, 2,5-bis[5-(dimesitylboranyl)thiophen-2-yl]-1-methyl-1,3,4-triphenylsilole ((MesB)(2)DTTPS), is synthesized and characterized. (MesB)(2)DTTPS exhibits enhanced fluorescence efficiency in nanoaggregates, indicative of aggregation-enhanced emission (AEE). The organic dots fabricated by encapsulating (MesB)(2)DTTPS within lipid-PEG show red fluorescence peaking at 598 nm and a high fluorescence quantum yield of 32%. Upon excitation at 820 nm, the dots show a large two-photon absorption cross section of 3.43 x 10(5) GM, which yields a two-photon action cross section of 1.09 x 10(5) GM. These (MesB)(2)DTTPS dots show good biocompatibility and are successfully applied to one-photon and two-photon fluorescence imaging of MCF-7 cells and two-photon in vivo visualization of the blood vascular of mouse muscle in a high-contrast and noninvasive manner. Moreover, the 3D blood vasculature located at the mouse ear skin with a depth of over 100 m can also be visualized clearly, providing the spatiotemporal information about the whole blood vascular network.
引用
收藏
页码:782 / 792
页数:11
相关论文
共 69 条
[1]
Cell penetrating silica nanoparticles doped with two-photon absorbing fluorophores [J].
Bertazza, Loris ;
Celotti, Lucia ;
Fabbrini, Graziano ;
Loi, Maria Antonietta ;
Maggini, Michele ;
Mancin, Fabrizio ;
Marcuz, Silvia ;
Menna, Enzo ;
Muccini, Michele ;
Tonellato, Umberto .
TETRAHEDRON, 2006, 62 (44) :10434-10440
[2]
Two-photon tissue imaging: Seeing the immune system in a fresh light [J].
Cahalan, MD ;
Parker, I ;
Wei, SH ;
Miller, MJ .
NATURE REVIEWS IMMUNOLOGY, 2002, 2 (11) :872-880
[3]
Mesoporous silica nanoparticles combining two-photon excited fluorescence and magnetic properties [J].
Chelebaeva, Elena ;
Raehm, Laurence ;
Durand, Jean-Olivier ;
Guari, Yannick ;
Larionova, Joulia ;
Guerin, Christian ;
Trifonov, Alexandre ;
Willinger, Marc ;
Thangavel, Kalaivani ;
Lascialfari, Alessandro ;
Mongin, Olivier ;
Mir, Youssef ;
Blanchard-Desce, Mireille .
JOURNAL OF MATERIALS CHEMISTRY, 2010, 20 (10) :1877-1884
[4]
Synthesis, Structure, Photoluminescence, and Electroluminescence of Siloles that Contain Planar Fluorescent Chromophores [J].
Chen, Bin ;
Jiang, Yibin ;
He, Bairong ;
Zhou, Jian ;
Sung, Herman H. Y. ;
Williams, Ian D. ;
Lu, Ping ;
Kwok, Hoi Sing ;
Qiu, Huayu ;
Zhao, Zujin ;
Tang, Ben Zhong .
CHEMISTRY-AN ASIAN JOURNAL, 2014, 9 (10) :2937-2945
[5]
Conjugation versus rotation: good conjugation weakens the aggregation-induced emission effect of siloles [J].
Chen, Bin ;
Nie, Han ;
Lu, Ping ;
Zhou, Jian ;
Qin, Anjun ;
Qiu, Huayu ;
Zhao, Zujin ;
Tang, Ben Zhong .
CHEMICAL COMMUNICATIONS, 2014, 50 (34) :4500-4503
[6]
2,5-Difluorenyl-Substituted Siloles for the Fabrication of High-Performance Yellow Organic Light-Emitting Diodes [J].
Chen, Bin ;
Jiang, Yibin ;
Chen, Long ;
Nie, Han ;
He, Bairong ;
Lu, Ping ;
Sung, Herman H. Y. ;
Williams, Ian D. ;
Kwok, Hoi Sing ;
Qin, Anjun ;
Zhao, Zujin ;
Tang, Ben Zhong .
CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (07) :1931-1939
[7]
Creation of Bifunctional Materials: Improve Electron-Transporting Ability of Light Emitters Based on AIE-Active 2,3,4,5-Tetraphenylsiloles [J].
Chen, Long ;
Jiang, Yibin ;
Nie, Han ;
Lu, Ping ;
Sung, Herman H. Y. ;
Williams, Ian D. ;
Kwok, Hoi Sing ;
Huang, Fei ;
Qin, Anjun ;
Zhao, Zujin ;
Tang, Ben Zhong .
ADVANCED FUNCTIONAL MATERIALS, 2014, 24 (23) :3621-3630
[8]
A fluorescent light-up nanoparticle probe with aggregation-induced emission characteristics and tumor-acidity responsiveness for targeted imaging and selective suppression of cancer cells [J].
Ding, Dan ;
Kwok, Ryan T. K. ;
Yuan, Youyong ;
Feng, Guangxue ;
Tang, Ben Zhong ;
Liu, Bin .
MATERIALS HORIZONS, 2015, 2 (01) :100-105
[9]
Ultrabright Organic Dots with Aggregation-Induced Emission Characteristics for Real-Time Two-Photon Intravital Vasculature Imaging [J].
Ding, Dan ;
Goh, Chi Ching ;
Feng, Guangxue ;
Zhao, Zujin ;
Liu, Jie ;
Liu, Rongrong ;
Tomczak, Nikodem ;
Geng, Junlong ;
Tang, Ben Zhong ;
Ng, Lai Guan ;
Liu, Bin .
ADVANCED MATERIALS, 2013, 25 (42) :6083-6088
[10]
Bioprobes Based on AIE Fluorogens [J].
Ding, Dan ;
Li, Kai ;
Liu, Bin ;
Tang, Ben Zhong .
ACCOUNTS OF CHEMICAL RESEARCH, 2013, 46 (11) :2441-2453