Highly Stable and Red-Emitting Nanovesicles Incorporating Lipophilic Diketopyrrolopyrroles for Cell Imaging

被引:21
作者
Ardizzone, Antonio [1 ]
Blasi, Davide [1 ]
Vona, Danilo [2 ]
Rosspeintner, Arnulf [3 ]
Punzi, Angela [2 ]
Altamura, Emiliano [2 ]
Grimaldi, Natascia [1 ]
Sala, Santi [1 ]
Vauthey, Eric [3 ]
Farinola, Gianluca M. [2 ]
Ratera, Imma [1 ]
Ventosa, Nora [1 ]
Veciana, Jaume [1 ]
机构
[1] Campus Univ Bellaterra, Inst Ciencia Mat Barcelona CSIC CIBER BBN, Nanomol Dept, Cerdanyola Del Valles 08193, Spain
[2] Univ Bari Aldo Moro, Dipartimento Chim, Via Orabona 4, I-70126 Bari, Italy
[3] Univ Geneva, Dept Phys Chem, Quai Ernest Ansermet,30, CH-1211 Geneva 4, Switzerland
关键词
aggregation; fluorescence; imaging agents; nanoparticles; vesicles; 2-PHOTON ABSORPTION; FLUORESCENT-PROBES; NANOPARTICLES; MICROSCOPY; MOLECULE; ROUTE; DYES;
D O I
10.1002/chem.201801444
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Diketopyrrolopyrroles (DPPs) have recently attracted much interest as very bright and photostable red-emitting molecules. However, their tendency to form nonfluorescent aggregates in water through the aggregation-caused quenching (ACQ) effect is a major issue that limits their application under the microscope. Herein, two DPP molecules have been incorporated into the membrane of highly stable and water-soluble quatsomes (QS; nanovesicles composed of surfactants and sterols), which allow their nanostructuration in water and, at the same time, limits the ACQ effect. The obtained fluorescent organic nanoparticles showed superior structural homogeneity, along with long-term colloidal and optical stability. A thorough one- (1P) and two-photon (2P) fluorescence characterization revealed the promising photophysical features of these fluorescent nanovesicles, which showed a high 1P and 2P brightness. Finally, the fluorescent QSs were used for the in vitro bioimaging of Saos-2 osteosarcoma cell lines; this demonstrates their potential as nanomaterials for bioimaging applications.
引用
收藏
页码:11386 / 11392
页数:7
相关论文
共 41 条
[21]   Effects of (multi)branching of dipolar chromophores on photophysical properties and two-photon absorption [J].
Katan, C ;
Terenziani, F ;
Mongin, O ;
Werts, MHV ;
Porrès, L ;
Pons, T ;
Mertz, J ;
Tretiak, S ;
Blanchard-Desce, M .
JOURNAL OF PHYSICAL CHEMISTRY A, 2005, 109 (13) :3024-3037
[22]   Diketopyrrolopyrrole: brilliant red pigment dye-based fluorescent probes and their applications [J].
Kaur, Matinder ;
Choi, Dong Hoon .
CHEMICAL SOCIETY REVIEWS, 2015, 44 (01) :58-77
[23]   Small-Molecule Two-Photon Probes for Bioimaging Applications [J].
Kim, Hwan Myung ;
Cho, Bong Rae .
CHEMICAL REVIEWS, 2015, 115 (11) :5014-5055
[24]   Fluorenyl-Loaded Quatsome Nanostructured Fluorescent Probes [J].
Liu, Xinglei ;
Ardizzone, Antonio ;
Sui, Binglin ;
Anzola, Mattia ;
Ventosa, Nora ;
Liu, Taihong ;
Veciana, Jaume ;
Belfield, Kevin D. .
ACS OMEGA, 2017, 2 (08) :4112-4122
[25]   A review of NIR dyes in cancer targeting and imaging [J].
Luo, Shenglin ;
Zhang, Erlong ;
Su, Yongping ;
Cheng, Tianmin ;
Shi, Chunmeng .
BIOMATERIALS, 2011, 32 (29) :7127-7138
[26]   Localized Co-delivery of Doxorubicin, Cisplatin, and Methotrexate by Thermosensitive Hydrogels for Enhanced Osteosarcoma Treatment [J].
Ma, Hecheng ;
He, Chaoliang ;
Cheng, Yilong ;
Yang, Zhiming ;
Zang, Junting ;
Liu, Jianguo ;
Chen, Xuesi .
ACS APPLIED MATERIALS & INTERFACES, 2015, 7 (49) :27040-27048
[27]   Fluorescent Imaging Probe from Nanoparticle Made of AIE Molecule [J].
Mandal, Kuheli ;
Jana, Debabrata ;
Ghorai, Binay K. ;
Janast, Nikhil R. .
JOURNAL OF PHYSICAL CHEMISTRY C, 2016, 120 (09) :5196-5206
[28]   Aggregation-Induced Emission: The Whole Is More Brilliant than the Parts [J].
Mei, Ju ;
Hong, Yuning ;
Lam, Jacky W. Y. ;
Qin, Anjun ;
Tang, Youhong ;
Tang, Ben Zhong .
ADVANCED MATERIALS, 2014, 26 (31) :5429-5479
[29]   Calcium phosphate surfaces promote osteogenic differentiation of mesenchymal stem cells [J].
Mueller, Petra ;
Bulnheim, Ulrike ;
Diener, Annette ;
Luethen, Frank ;
Teller, Marianne ;
Klinkenberg, Ernst-Dieter ;
Neumann, Hans-Georg ;
Nebe, Barbara ;
Liebold, Andreas ;
Steinhoff, Gustav ;
Rychly, Joachim .
JOURNAL OF CELLULAR AND MOLECULAR MEDICINE, 2008, 12 (01) :281-291
[30]   Strong two-photon absorption enhancement in a unique bis-porphyrin bearing a diketopyrrolopyrrole unit [J].
Nowak-Krol, Agnieszka ;
Grzybowski, Marek ;
Romiszewski, Jerzy ;
Drobizhev, Mikhail ;
Wicks, Geoffrey ;
Chotkowski, Maciej ;
Rebane, Aleksander ;
Gorecka, Ewa ;
Gryko, Daniel T. .
CHEMICAL COMMUNICATIONS, 2013, 49 (75) :8368-8370