Citation: Ji Guang, Yan Lulin, Wang Hui, Ma Lian, Xu Bin, Tian Wenjing. Efficient Near-infrared AIE Nanoparticles for Cell Imaging[J]. Acta Chimica Sinica, ;2016, 74(11): 917-922. doi: 10.6023/A16080430 shu

Efficient Near-infrared AIE Nanoparticles for Cell Imaging

1.
State Key Laboratory of Supramolecular Structure and Materials, Jilin University, Changchun 130012

Corresponding author: Xu Bin, xubin@jlu.edu.cn Tian Wenjing, wjtian@jlu.edu.cn
Received Date: 24 August 2016

Fund Project: the Natural Science Foundation of China 21221063and Program for Chang Jiang Scholars and Innovative Research Team in University IRT101713018the Natural Science Foundation of China 51573068the Natural Science Foundation of China 51373063Project supported by 973 Program 2013CB834701

Figures(8)

Near-infrared fluorescence signals are highly desirable to acheieve high resolution in biological imaging. We encapsulated hydrophobic AIE (aggregation-induced emission) fluorophores into the biocompatible Pluronic F-127 NPs for cellular imaging and efficiently enhance the near-infrared AIE fluorophore emission. AIE molecule 2-(4-bromophenyl)-3-(4-(4-(diphenylamino) styryl) phenyl) fumaronitrile (TPABDFN) with near-infrared emission was synthesized and selected as the fluorescence resonance energy transfer (FRET) acceptor. (2-p-tolylethene-1, 1, 2-triyl) tribenzene (TPE-Me) was a blue-emitting AIE molecule, which spectrum was matching with TPABDFN. TPE-Me@F127 NPs emission was 480 nm, TPABDFN@F127 NPs maximum absorption wavelength was also 480 nm, that the absorption had a large area of overlapping with the TPE-Me@F127 NPs emission spectrum and leaded to efficient energy transfer, so TPE-Me was selected as the FRET donor. By encapsulating both TPE-Me donor and TPABDFN acceptor simultaneously within the NPs, a significant FRET effect was induced. FRET pairs of different ratios was co-encapsulated into the F127 NPs to optimize the fluorescence signals. The maximum of fluorescence quantum yield was 19.9%, energy transfer efficiency was 43.5%. TPABDFN@F127 NPs only had weak fluorescence, but the TPABDFN/TPE-Me@F127 NPs showed bright fluorescence signal. Fluorescence resonance energy transfer contributed to the notable increase of acceptor emission The fluorescence quantum yield had 10-fold enhancement of the TPABDFN. In addition, the obtained TPABDFN/TPE-Me@F127 NPs showed a large Stokes shift of 265 nm, which can be used to avoid the interference between excitation and emission light, as well as the near-infrared emission spectrum away from the organism auto-fluorescence, which was beneficial for the bio-application. Fluorescent probe emission in the far red/near-infrared (FR/NIR) (650~900 nm) region for biological detection also can greatly reduce the damage to living body. And TPABDFN/TPE-Me@F127 NPs had low cytotoxicity, good biocompatibility, stability and anti-photobleaching. The TPABDFN/TPE-Me@F127 NPs achieved good imaging result on HepG2 cell cytoplasm.
- aggregation-induced emission,
- energy transfer,
- self-assembly,
- nanoparticles,
- cell imaging
1. [1]
  Luo, S.; Zhang, E.; Su, Y. Biomaterials 2011, 32, 7127. doi: 10.1016/j.biomaterials.2011.06.024
2. [2]
  Frangioni, J. V. Curr. Opin. Chem. Biol. 2003, 7, 626. doi: 10.1016/j.cbpa.2003.08.007
3. [3]
  Liu, J.; Geng, J.; Liu, B. Chem. Commun. 2013, 49, 1491. doi: 10.1039/C2CC37219C
4. [4]
  Ghoroghchian, P. P.; Frail, P. R.; Susumu, K. Proc. Natl. Acad. Sci. U. S. A. 2005, 102, 2922. doi: 10.1073/pnas.0409394102
5. [5]
  Geng, J.; Li, K.; Pu, K. Y. Small 2012, 8, 2421. doi: 10.1002/smll.v8.15
6. [6]
  He, X.; Wang, K.; Cheng, Z. WIRES Nanomed Nano 2010, 2, 349. doi: 10.1002/wnan.85
7. [7]
  Lu, H. G.; Xu, B.; Tian, W. J. Angew. Chem. Int. Ed. 2016, 55, 155. doi: 10.1002/anie.201507031
8. [8]
  Zhang, Y.; Wu, C. F.; Tian, W. J. RSC Adv. 2015, 5, 36837. doi: 10.1039/C5RA04669F
9. [9]
  Gao, G. B.; Gong, D. J.; Zhang, M. X. Acta Chim. Sinica 2016, 74, 363.
10. [10]
  Zrazhevskiy, P.; Sena, M.; Gao, X. Chem. Soc. Rev. 2010, 39, 4326. doi: 10.1039/b915139g
11. [11]
  Gao, J.; Chen, K.; Luong, R. Nano Lett. 2011, 12, 281.
12. [12]
  Michalet, X.; Pinaud, F.; Bentolila, L. Science 2005, 307, 538. doi: 10.1126/science.1104274
13. [13]
  Cui, X. T.; Lv, Y. Y.; Liu, Y. Acta Chim. Sinica 2014, 72, 75.
14. [14]
  Santra, S.; Zhang, P.; Wang, K. Anal. Chem. 2001, 73, 4988. doi: 10.1021/ac010406+
15. [15]
  Wu, X.; Chang, S.; Sun, X. Chem. Sci. 2013, 4, 1221. doi: 10.1039/c2sc22035k
16. [16]
  Shi, C.; Guo, Z.; Yan, Y. ACS Appl. Mater. Interfaces 2012, 5, 192.
17. [17]
  Gao, X.; Yang, L.; Petros, J. A. Curr. Opin. Chem. Biol. 2005, 16, 63.
18. [18]
  Resch-Genger, U.; Grabolle, M.; Cavaliere-Jaricot, S. Nat. Methods 2008, 5, 763. doi: 10.1038/nmeth.1248
19. [19]
  Smith, A.; Duan, H.; Mohs, A. Adv. Drug Deliver. Rev. 2008, 60, 1226. doi: 10.1016/j.addr.2008.03.015
20. [20]
  Jamieson, T.; Bakhshi, R.; Petrova, D. Biomaterials 2007, 28, 4717. doi: 10.1016/j.biomaterials.2007.07.014
21. [21]
  Wang, L.; Tan, W. Nano Lett. 2006, 6, 84. doi: 10.1021/nl052105b
22. [22]
  Schadlich, A.; Caysa, H.; Mueller, T. ACS Nano 2011, 5, 8710. doi: 10.1021/nn2026353
23. [23]
  Lee, C. H. Cheng, S. H.; Wang, Y. J. Adv. Funct. Mater. 2009, 19, 215. doi: 10.1002/adfm.v19:2
24. [24]
  Altınoğlu, E.; Adair, J. H WIRES Nanomed. Nanobi. 2010, 2, 461. doi: 10.1002/wnan.77
25. [25]
  Yan, L. L.; Xu, B.; Tian, W. J. Nanoscale 2016, 8, 2471. doi: 10.1039/C5NR05051K
26. [26]
  Thomas, S.; Joly, G.; Swager, T. Chem. Rev. 2007, 107, 1339. doi: 10.1021/cr0501339
27. [27]
  Brasseur, N.; Nguyen, T.; Langlois, R. J. Med. Chem. 1994, 37, 415. doi: 10.1021/jm00029a014
28. [28]
  Mei, J.; Leung, N.; Tang, B. Z. Chem. Rev. 2015, 115, 11718. doi: 10.1021/acs.chemrev.5b00263
29. [29]
  Luo, J.; Xie, Z.; Lam, J. W. Chem. Commun. 2001, 18, 1740.
30. [30]
  Hong, Y.; Lam, J. W.; Tang, B. Z. Chem. Commun. 2009, 29, 4332.
31. [31]
  Wang, M.; Zhang, D.; Zhang, G. Chem. Commun. 2008, 37, 4469.
32. [32]
  Hong, Y.; Lam, J.; Tang, B. Z. Chem. Soc. Rev. 2011, 40. 5361. doi: 10.1039/c1cs15113d
33. [33]
  Wang, M.; Zhang, G.; Zhang, D. J. Mater. Chem. 2010, 20, 1858. doi: 10.1039/b921610c
34. [34]
  Chen J. L.; Xu, B.; Tian, W. J. ACS Photonics 2015, 2, 313. doi: 10.1021/ph5004384
35. [35]
  Zhang, Y.; Xu, B.; Tian, W. J. Polym. Chem. 2014, 5, 3824. doi: 10.1039/c4py00075g
36. [36]
  Qi, Q. K.; Xu, B.; Tian, W. J. Adv. Funct. Mater. 2015, 25, 4005. doi: 10.1002/adfm.v25.26
37. [37]
  Zhang, J. B.; Xu, B.; Tian, W. J. Adv. Mater. 2014, 26, 739. doi: 10.1002/adma.201303639
38. [38]
  Zhang, J. B.; Xu, B.; Tian, W. J. Chem. Commun. 2013, 49, 3878. doi: 10.1039/c3cc41171k
39. [39]
  Zhao, Z.; Geng, J.; Chang, Z. J. Mater. Chem. 2012, 22, 11018. doi: 10.1039/c2jm31482g
40. [40]
  Qin, W.; Ding, D.; Liu, J. Adv. Funct. Mater. 2012, 22, 771. doi: 10.1002/adfm.201102191
41. [41]
  Geng, J.; Li, K.; Ding, D. Small 2012, 8, 3655. doi: 10.1002/smll.v8.23
42. [42]
  Geng, J.; Li, K.; Qin, W. Small 2013, 9, 2012. doi: 10.1002/smll.v9.11
43. [43]
  Shi, H.; Liu, J.; Geng, J. J. Am. Chem. Soc. 2012, 134, 9569. doi: 10.1021/ja302369e
44. [44]
  Wang, M.; Gu, X.; Zhang, G. Anal. Chem. 2009, 81, 4444. doi: 10.1021/ac9002722
45. [45]
  Liu, L.; Zhang, G.; Xiang, J. Org. Lett. 2008, 10, 4581. doi: 10.1021/ol801855s
46. [46]
  Li, X.; Xu, B.; Tian, W. J. Anal. Chem. 2014, 86, 298. doi: 10.1021/ac403629t
47. [47]
  Ma, K.; Xu, B.; Tian, W. J. Anal. Bioanal. Chem. 2015, 407, 2625. doi: 10.1007/s00216-015-8467-y
48. [48]
  Qian, J.; Zhu, Z. F.; Qin, A. J. Adv. Mater. 2015, 27, 2332. doi: 10.1002/adma.v27.14
49. [49]
  Wang, Y. L.; Hu, R. R.; Xu, W. Biomed. Opt. Express. 2015, 6, 3783. doi: 10.1364/BOE.6.003783
50. [50]
  Jin, Y.; Ye, F.; Zeigler, M. ACS Nano 2011, 5, 1468. doi: 10.1021/nn103304m
51. [51]
  Chung, C. Y.-S.; Yam, V. W.-W. Chem. Sci. 2013, 4, 377. doi: 10.1039/C2SC20897K
52. [52]
  Xu, Y.; Zhang, H.; Li, F. J. Mater. Chem. 2012, 22, 1592. doi: 10.1039/C1JM14815J
1. [1]
  Jinlong YAN , Weina WU , Yuan WANG . A simple Schiff base probe for the fluorescent turn-on detection of hypochlorite and its biological imaging application. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1653-1660. doi: 10.11862/CJIC.20240154
2. [2]
  Xiaofei NIU , Ke WANG , Fengyan SONG , Shuyan YU . Self-assembly of [Pd₆(L)₄]⁸⁺-type macrocyclic complexes for fluorescent sensing of HSO₃^-. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1233-1242. doi: 10.11862/CJIC.20240057
3. [3]
  Donghui PAN , Yuping XU , Xinyu WANG , Lizhen WANG , Junjie YAN , Dongjian SHI , Min YANG , Mingqing CHEN . Preparation and in vivo tracing of ⁶⁸Ga-labeled PM_2.5 mimetic particles for positron emission tomography imaging. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 669-676. doi: 10.11862/CJIC.20230468
4. [4]
  Siyi ZHONG , Xiaowen LIN , Jiaxin LIU , Ruyi WANG , Tao LIANG , Zhengfeng DENG , Ao ZHONG , Cuiping HAN . Targeting imaging and detection of ovarian cancer cells based on fluorescent magnetic carbon dots. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1483-1490. doi: 10.11862/CJIC.20240093
5. [5]
  Haitang WANG , Yanni LING , Xiaqing MA , Yuxin CHEN , Rui ZHANG , Keyi WANG , Ying ZHANG , Wenmin WANG . Construction, crystal structures, and biological activities of two Ln^Ⅲ₃ complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1474-1482. doi: 10.11862/CJIC.20240188
6. [6]
  Yanhui XUE , Shaofei CHAO , Man XU , Qiong WU , Fufa WU , Sufyan Javed Muhammad . Construction of high energy density hexagonal hole MXene aqueous supercapacitor by vacancy defect control strategy. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1640-1652. doi: 10.11862/CJIC.20240183
7. [7]
  Xin MA , Ya SUN , Na SUN , Qian KANG , Jiajia ZHANG , Ruitao ZHU , Xiaoli GAO . A Tb₂ complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1347-1356. doi: 10.11862/CJIC.20230357
8. [8]
  Yang YANG , Pengcheng LI , Zhan SHU , Nengrong TU , Zonghua WANG . Plasmon-enhanced upconversion luminescence and application of molecular detection. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 877-884. doi: 10.11862/CJIC.20230440
9. [9]
  Xinyu ZENG , Guhua TANG , Jianming OUYANG . Inhibitory effect of Desmodium styracifolium polysaccharides with different content of carboxyl groups on the growth, aggregation and cell adhesion of calcium oxalate crystals. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1563-1576. doi: 10.11862/CJIC.20230374
10. [10]
  Yonghui ZHOU , Rujun HUANG , Dongchao YAO , Aiwei ZHANG , Yuhang SUN , Zhujun CHEN , Baisong ZHU , Youxuan ZHENG . Synthesis and photoelectric properties of fluorescence materials with electron donor-acceptor structures based on quinoxaline and pyridinopyrazine, carbazole, and diphenylamine derivatives. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 701-712. doi: 10.11862/CJIC.20230373
11. [11]
  Fan JIA , Wenbao XU , Fangbin LIU , Haihua ZHANG , Hongbing FU . Synthesis and electroluminescence properties of Mn²⁺ doped quasi-two-dimensional perovskites (PEA)₂Pb_yMn_1-yBr₄. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1114-1122. doi: 10.11862/CJIC.20230473
12. [12]
  Ming ZHENG , Yixiao ZHANG , Jian YANG , Pengfei GUAN , Xiudong LI . Energy storage and photoluminescence properties of Sm³⁺-doped Ba_0.85Ca_0.15Ti_0.90Zr_0.10O₃ lead-free multifunctional ferroelectric ceramics. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 686-692. doi: 10.11862/CJIC.20230388
13. [13]
  Jiao CHEN , Yi LI , Yi XIE , Dandan DIAO , Qiang XIAO . Vapor-phase transport of MFI nanosheets for the fabrication of ultrathin b-axis oriented zeolite membranes. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 507-514. doi: 10.11862/CJIC.20230403
14. [14]
  Hong LI , Xiaoying DING , Cihang LIU , Jinghan ZHANG , Yanying RAO . Detection of iron and copper ions based on gold nanorod etching colorimetry. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 953-962. doi: 10.11862/CJIC.20230370
15. [15]
  Guimin ZHANG , Wenjuan MA , Wenqiang DING , Zhengyi FU . Synthesis and catalytic properties of hollow AgPd bimetallic nanospheres. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 963-971. doi: 10.11862/CJIC.20230293
16. [16]
  Yuhao SUN , Qingzhe DONG , Lei ZHAO , Xiaodan JIANG , Hailing GUO , Xianglong MENG , Yongmei GUO . Synthesis and antibacterial properties of silver-loaded sod-based zeolite. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 761-770. doi: 10.11862/CJIC.20230169
17. [17]
  Jingke LIU , Jia CHEN , Yingchao HAN . Nano hydroxyapatite stable suspension system: Preparation and cobalt adsorption performance. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1763-1774. doi: 10.11862/CJIC.20240060
18. [18]
  Wenjiang LI , Pingli GUAN , Rui YU , Yuansheng CHENG , Xianwen WEI . C₆₀-MoP-C nanoflowers van der Waals heterojunctions and its electrocatalytic hydrogen evolution performance. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 771-781. doi: 10.11862/CJIC.20230289
19. [19]
  Peng ZHOU , Xiao CAI , Qingxiang MA , Xu LIU . Effects of Cu doping on the structure and optical properties of Au₁₁(dppf)₄Cl₂ nanocluster. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1254-1260. doi: 10.11862/CJIC.20240047
20. [20]
  Siyu HOU , Weiyao LI , Jiadong LIU , Fei WANG , Wensi LIU , Jing YANG , Ying ZHANG . Preparation and catalytic performance of magnetic nano iron oxide by oxidation co-precipitation method. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1577-1582. doi: 10.11862/CJIC.20230469

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(2037)
HTML views(577)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142