Skip to main content
SpringerLink
Log in

A cell-permeable green fluorescent probe for dsDNA

  • Articles
  • Published:
Science China Chemistry Aims and scope Submit manuscript

Abstract

The sensitive and selective detection of nucleic acids is important for basic research and many applied fields. Herein, a novel green DEAB-TO-1 was designed and synthesized. DEAB-TO-1 shows significant fluorescence enhancement (800-fold) when bound to ctDNA and a distinct selectivity for dsDNA over RNA (5.9 times). Moreover, the limit of detection is 0.57 ng/mL. It is live-cell-permeant DNA intecalator, indicating a promising candidate for nucleus-specific imaging and a good counter-stain compatibility with other dyes.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Pei H, Zuo X, Zhu D, Huang Q, Fan C. Acc Chem Res, 2014, 47: 550–559

    Article  CAS  PubMed  Google Scholar 

  2. Niemeyer CM. Angew Chem, 2010, 122: 1220–1238

    Article  Google Scholar 

  3. Li J, Fan C, Pei H, Shi J, Huang Q. Adv Mater, 2013, 25: 4386–4396

    Article  CAS  PubMed  Google Scholar 

  4. Zhang H, Li F, Dever B, Li XF, Le XC. Chem Rev, 2013, 113: 2812–2841

    Article  CAS  PubMed  Google Scholar 

  5. de Vries JW, Zhang F, Herrmann A. J Control Release, 2013, 172: 467–483

    Article  CAS  PubMed  Google Scholar 

  6. Cui L, Song Y, Ke G, Guan Z, Zhang H, Lin Y, Huang Y, Zhu Z, Yang CJ. Chem Eur J, 2013, 19: 10442–10451

    Article  CAS  PubMed  Google Scholar 

  7. Smith D, Schüller V, Engst C, Rädler J, Liedl T. Nanomedicine, 2013, 8: 105–121

    Article  CAS  PubMed  Google Scholar 

  8. Zhan S, Lou X, Xia F. Sci China Chem, 2017, 60: 1267–1276

    Article  CAS  Google Scholar 

  9. Yang J, Li K, Hou JT, Lu CY, Li LL, Yu KK, Yu XQ. Sci China Chem, 2017, 60: 793–798

    Article  CAS  Google Scholar 

  10. Tatikolov AS. J Photochem Photobiol C, 2012, 13: 55–90

    Article  CAS  Google Scholar 

  11. Guo J, Ju J, Turro NJ. Anal Bioanal Chem, 2012, 402: 3115–3125

    Article  CAS  PubMed  Google Scholar 

  12. Wang K, Huang J, Yang X, He X, Liu J. Analyst, 2013, 138: 62–71

    Article  CAS  PubMed  Google Scholar 

  13. Ma X, Wang M, Chen C, Isbell MA, Wang R, Liu D, Yang Z. Sci China Chem, 2016, 59: 765–769

    Article  CAS  Google Scholar 

  14. Wang S, Li C, Li J, Chen B, Guo Y. Acta Chim Sin, 2017, 75: 383–390

    Article  CAS  Google Scholar 

  15. Latt SA, Stetten G, Juergens LA, Willard HF, Scher CD. J Histochem Cytochem, 1975, 23: 493–505

    Article  CAS  PubMed  Google Scholar 

  16. Latt SA, Stetten G. J Histochem Cytochem, 1976, 24: 24–33

    Article  CAS  PubMed  Google Scholar 

  17. Kapuscinski J. Biotech Histochem, 1995, 70: 220–233

    Article  CAS  PubMed  Google Scholar 

  18. Tramier M, Kemnitz K, Durieux C, Coppey J, Denjean P, Pansu RB, Coppey-Moisan M. Biophys J, 2000, 78: 2614–2627

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  19. Bao G, Rhee WJ, Tsourkas A. Annu Rev Biomed Eng, 2009, 11: 25–47

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  20. Catrina IE, Marras SAE, Bratu DP. ACS Chem Biol, 2012, 7: 1586–1595

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  21. Santangelo P, Nitin N, Bao G. Ann Biomed Eng, 2006, 34: 39–50

    Article  PubMed  Google Scholar 

  22. El-Shishtawy RM, Asiri AM, Basaif SA, Rashad Sobahi T. Spectrochim Acta A, 2010, 75: 1605–1609

    Article  CAS  Google Scholar 

  23. Hu MH, Guo RJ, Chen SB, Huang ZS, Tan JH. Dyes Pigments, 2017, 137: 191–199

    Article  CAS  Google Scholar 

  24. Sato T, Sato Y, Nishizawa S. J Am Chem Soc, 2016, 138: 9397–9400

    Article  CAS  PubMed  Google Scholar 

  25. Sparrow RL, Tippett E. J Immunol Methods, 2005, 305: 173–187

    Article  CAS  PubMed  Google Scholar 

  26. Peng X, Wu T, Fan J, Wang J, Zhang S, Song F, Sun S. Angew Chem Int Ed, 2011, 50: 4180–4183

    Article  CAS  Google Scholar 

  27. Ikeda S, Okamoto A. Chem Asian J, 2008, 3: 958–968

    Article  CAS  PubMed  Google Scholar 

  28. Bag SS, Kundu R, Jana S. Tetrahedron Lett, 2013, 54: 2627–2632

    Article  CAS  Google Scholar 

  29. Jovanović S, Obrenčević K, Bugarčić ŽD, Popović I, Žakula J, Petrović B. Dalton Trans, 2016, 45: 12444–12457

    Article  CAS  PubMed  Google Scholar 

  30. Fürstenberg A, Julliard MD, Deligeorgiev TG, Gadjev NI, Vasilev AA, Vauthey E. J Am Chem Soc, 2006, 128: 7661–7669

    Article  CAS  PubMed  Google Scholar 

  31. Silva GL, Ediz V, Yaron D, Armitage BA. J Am Chem Soc, 2007, 129: 5710–5718

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  32. Tarushi A, Kljun J, Turel I, Pantazaki AA, Psomas G, Kessissoglou DP. New J Chem, 2013, 37: 342–355

    Article  CAS  Google Scholar 

  33. Hamidi-Asl E, Raoof JB, Meibodi AS, Bazgir ZH. Sci China Chem, 2016, 59: 128–134

    Article  CAS  Google Scholar 

  34. Yang Y, Ji S, Zhou F, Zhao J. Biosens Bioelectron, 2009, 24: 3442–3447

    Article  CAS  PubMed  Google Scholar 

  35. Long YF, Liao QG, Huang CZ, Ling J, Li YF. J Phys Chem B, 2008, 112: 1783–1788

    Article  CAS  PubMed  Google Scholar 

  36. Zhang S, Zhu Y, Tu C, Wei H, Yang Z, Lin L, Ding J, Zhang J, Guo Z. J Inorg Biochem, 2004, 98: 2099–2106

    Article  CAS  PubMed  Google Scholar 

  37. Wan L, Chen T, Gao J, Dong C, Wong AHH, Jia Y, Mak PI, Deng CX, Martins RP. Sci Rep, 2017, 7: 14586

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  38. Mukherjee A, Mondal S, Singh B. Int J Biol Macromol, 2017, 101: 527–535

    Article  CAS  PubMed  Google Scholar 

  39. Ren M, Deng B, Kong X, Zhou K, Liu K, Xu G, Lin W. Chem Commun, 2016, 52: 6415–6418

    Article  CAS  Google Scholar 

  40. Reja SI, Khan IA, Bhalla V, Kumar M. Chem Commun, 2016, 52: 1182–1185

    Article  CAS  Google Scholar 

  41. Li K, Liu Y, Li Y, Feng Q, Hou H, Tang BZ. Chem Sci, 2017, 8: 7258–7267

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  42. Naito H, Nishino K, Morisaki Y, Tanaka K, Chujo Y. Angew Chem Int Ed, 2017, 56: 254–259

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by the National Natural Science Foundation of China (21421005, 21576037, 21422601, 21406028, U1608222).

Author information

Authors and Affiliations

  1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian, 116024, China

    Dandan Ma, Qichao Yao & Xiaojun Peng

  2. Department of Chemical Engineering, Chengde Petroleum College, Chengde, 067000, China

    Tao Liu

Authors
  1. Dandan Ma
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Tao Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Qichao Yao
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Xiaojun Peng
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Xiaojun Peng.

Electronic supplementary material

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Ma, D., Liu, T., Yao, Q. et al. A cell-permeable green fluorescent probe for dsDNA. Sci. China Chem. 61, 468–475 (2018). https://doi.org/10.1007/s11426-017-9208-x

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11426-017-9208-x

Keywords

Search

Navigation