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Fluorescent AIE dots encapsulated organically modified silica (ORMOSIL) nanoparticles for two-photon cellular imaging

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  • Special Topic Aggregated-Induced Emission
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Abstract

2,3-Bis(4-(phenyl(4-(1,2,2-triphenylvinyl)phenyl)amino)phenyl) fumaronitrile (TPE-TPA-FN or TTF), which possesses aggregation-induced emission (AIE) characteristic, is doped in organically modified silica (ORMOSIL) nanoparticles. By increasing the weight ratio of TTF to the precursor of silica nanoparticles (the quantities of the precursors were kept the same), the fluorescence intensity of nanoparticles increased correspondingly, due to the formation of larger AIE dots in the cores of ORMOSIL nanoparticles. The fluorescent and biocompatible nanoprobes were then utilized for in vitro imaging of HeLa cells. Two-photon fluorescence microscopy clearly illustrated that the nanoparticles have the capacity of nucleus permeability, as well as cytoplasm staining towards tumor cells. Our experimental results may offer a promising method for fast and bright fluorescence imaging, as well as bio-molecule/drug delivery to cell nucleus.

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References

  1. Wang Y, Shyy JYJ, Chien S. Fluorescence proteins, live-cell imaging, and mechanobiology: Seeing is believing. Ann Rev Biomed Eng, 2008, 10:1–38

    Article  Google Scholar 

  2. Van Engelenburg SB, Palmer AE. Fluorescent biosensors of protein function. Curr Opin Chem Biol, 2008, 12:60–65

    Article  Google Scholar 

  3. Borisov SM, Wolfbeis OS. Optical biosensors. Chem Rev, 2008, 108:423–461

    Article  CAS  Google Scholar 

  4. Domaille DW, Que EL, Chang CJ. Synthetic fluorescent sensors for studying the cell biology of metals. Nat Chem Biol, 2008, 4:168–175

    Article  CAS  Google Scholar 

  5. Birks JB. Photophysics of Aromatic Molecules. New York: Wiley-Interscience, 1970

    Google Scholar 

  6. Qin W, Ding D, Liu JZ, Yuan WZ, Hu Y, Liu B, Tang BZ. Biocompatible nanoparticles with aggregation-induced emission characteristics as far-red/near-infrared fluorescent bioprobes for in vitro and in vivo imaging applications. Adv Funct Mater 2012, 4:771–779

    Article  Google Scholar 

  7. Luo J, Xie Z, Lam JWY, Cheng L, Chen H, Qiu C, Kwok HS, Zhan X, Liu Y, Zhu D, Tang BZ. Aggregation-induced emission of 1-methyl-1,2,3,4,5-pentaphenylsilole. Chem Commun, 2001, 1740–1741

    Google Scholar 

  8. Tang BZ, Zhan X, Yu G, Lee PPS, Liu Y, Zhu D. Efficient blue emission from siloles. J Mater Chem, 2001, 11:2974–2978

    Article  CAS  Google Scholar 

  9. Li K, Qin W, Ding D, Tomczak N, Geng JL, Liu RR, Liu JZ, Zhang XH, Liu HW, Liu B and Tang BZ. Photostable fluorescent organic dots with aggregation-induced emission (AIE dots) for noninvasive long-term cell tracing. Sci Rep 2013, 3:1150

    CAS  Google Scholar 

  10. Zhao QL, Li K, Chen SJ, Qin AJ, Ding D, Zhang S, Liu Y, Liu B, Sun JZ, Tang BZ. Aggregation-induced red-NIR emission organic nanoparticles as effective and photostable fluorescent probes for bioimaging. J Mater Chem, 2012, 22:15128–15135

    Article  CAS  Google Scholar 

  11. Yu Y, Feng C, Hong Y, Liu JZ, Chen SJ, Ng KM, Luo QK, Tang BZ. Cytophilic fluorescent bioprobes for long-term cell tracking. Adv Mater, 2011, 23:3298–3302

    Article  CAS  Google Scholar 

  12. Hong YN, Lam JWY, and Tang BZ. Aggregation-induced emission: phenomenon, mechanism and applications, Chem Commun, 2009, (29): 4332–4353

    Google Scholar 

  13. Geng JL, Li K, Ding D, Zhang XH, Qin W, Liu JZ, Tang BZ, Liu B. Lipid-PEG-Folate encapsulated nanoparticles with aggregation induced emission characteristics: Cellular uptake mechanism and two-photon fluorescence imaging. Small, 2012, 23:3655–3663

    Article  Google Scholar 

  14. Chan CPY, Haeussler M, Tang BZ, Dong Y, Sin KK. Mak WC, Trau D, Seydack M, Renneberg R. Silole nanocrystals as novel biolabels. Immunol J Methods, 2004, 295:111–118

    Article  CAS  Google Scholar 

  15. Hong Y, Haeussler M, Lam MJY, Li Z, Sin KK, Dong Y, Tong H, Liu J, Qin A, Renneberg R, Tang BZ. Label-free fluorescent probing of G-quadruplex formation and real-time monitoring of DNA folding by a quaternized tetraphenylethene salt with aggregation-induced emission characteristics. Chem Eur J, 2008, 14:6428–6437

    Article  CAS  Google Scholar 

  16. Yu Y, Hong YN, Feng C, Liu JZ, Lam JWY, Faisal M, Ng KM, Luo KQ and Tang BZ. Synthesis of an AIE-active fluorogen and its application in cell imaging. Sci China Ser B-Chem, 2009, 52:15–19

    Article  CAS  Google Scholar 

  17. Zhao ZJ, Geng JL, Chang ZF, Chen SM, Deng CM, Jiang T, Qin W, Lam JWY, Kwok HS, Qiu HY, Liu B and Tang BZ. A tetraphenylethene-based red luminophor for an efficient non-doped electroluminescence device and cellular imaging. J Mater Chem, 2012, 22:11018–11021

    Article  CAS  Google Scholar 

  18. Li HK, Mei J, Wang J, Zhang S, Zhao QL, Wei Q, Qin AJ, Sun JZ, Tang BZ. Facile synthesis of poly(aroxycarbonyltriazole)s with aggregation-induced emission characteristics by metal-free click polymerization. Sci China Chem, 2011, 54:611–616

    Article  CAS  Google Scholar 

  19. Qin AJ, Zhang Y, Han N, Mei J, Sun JZ, Fan WM, Tang BZ. Preparation and self-assembly of amphiphilic polymer with aggregation-induced emission characteristics. Sci China Chem, 2012, 55:772–778

    Article  CAS  Google Scholar 

  20. Qian J, Li X, Wei M, Gao XW, Xu ZP, and He SL. Bio-molecule-conjugated fluorescent organically modified silica nanoparticles as optical probes for cancer cell imaging. Opt Express, 2008, 16:19568–19578

    Article  CAS  Google Scholar 

  21. Qian J, Gharibi A, He S. Colloidal mesoporous silica nanoparticles with protoporphyrin IX encapsulated for photodynamic therapy. J Biomed Opt, 2009, 14:014012

    Article  Google Scholar 

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Correspondence to Jun Qian.

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Zhu, Z., Zhao, X., Qin, W. et al. Fluorescent AIE dots encapsulated organically modified silica (ORMOSIL) nanoparticles for two-photon cellular imaging. Sci. China Chem. 56, 1247–1252 (2013). https://doi.org/10.1007/s11426-013-4943-4

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  • DOI: https://doi.org/10.1007/s11426-013-4943-4

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