Skip to main content
Log in

Aminophenol-based carbon dots with dual wavelength fluorescence emission for determination of heparin

  • Original Paper
  • Published:
Microchimica Acta Aims and scope Submit manuscript

Abstract

We describe the preparation of carbon quantum dots (C-dots) by a one-step hydrothermal method starting from o-aminophenol as the precursor. The C-dots exhibit bright both blue fluorescence (with excitation/emission peaks at 300/410 nm and with quantum yield of 0.40) and green fluorescence (420/500 nm; QY 0.28) without any other element doping. The unique emission properties are attributed to a synergistic effect of amino and hydroxy groups on the surface of the C-dots. The C-dots are shown to be viable fluorescent probes for heparin. The positively charged surface amino groups are assumed to interact with sulfate and carboxy groups in heparin via electrostatic interactions and hydrogen bonding. This causes the blue fluorescence of C-dots to be turned off (quenched). Fluorescence is strongest at a pH value of 6. The fluorometric calibration plot is linear in the 10 to 100 nM concentration range, with an 8.2 nM detection limit (at a signal-to-noise ratio of 3).

Carbon quantum dots with dual fluorescence emission bands were synthesized and are shown to be a viable fluorescent probe for heparin.

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

Access this article

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

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  1. Sun YP, Zhou B, Lin Y et al (2006) Quantum-sized carbon dots for bright and colorful photoluminescence. J Am Chem Soc 128:7756–7757

    Article  CAS  Google Scholar 

  2. Chen SM, Xiong CQ, Liu HH, Wan QQ, Hou J, He Q, BaduTawiah A, Nie ZX (2015) Mass spectrometry imaging reveals the sub-organ distribution of carbon nanomaterials. Nat Nanotechnol 10:176–182

    Article  CAS  Google Scholar 

  3. Wang XF, Zhang J, Zou WS, Wang RX (2015) Facile synthesis of polyaniline/carbon dot nanocomposites and their application as a fluorescent probe to detect mercury. RSC Adv 5:41914–41919

    Article  CAS  Google Scholar 

  4. Kwon W, Do S, Lee J, Hwang S, Kim JK, Rhee SW (2013) Freestanding luminescent films of nitrogen-rich carbon nanodots toward large-scale phosphor-based white-light-emitting devices. Chem Mater 25:1893–1899

    Article  CAS  Google Scholar 

  5. Zheng M, Liu S, Li J et al (2014) Integrating oxaliplatin with highly luminescent carbon dots: an unprecedented theranostic agent for personalized medicine. Adv Mater 26:3554–3560

    Article  CAS  Google Scholar 

  6. Liu J, Liu Y, Liu NY et al (2015) Metal-free efficient photocatalyst for stable visible water splitting via a two-electron pathway. Science 347:970–974

    Article  CAS  Google Scholar 

  7. Qu S, Wang X, Lu Q, Liu X, Wang L (2012) A biocompatible fluorescent ink based on water-soluble luminescent carbon nanodots. Angew Chem Int Ed 51:12215–12218

    Article  CAS  Google Scholar 

  8. Xu XY, Ray R, Gu YL, Ploehn HJ, Gearheart L, Raker K (2004) Electrophoretic analysis and purification of fluorescent single-walled carbon nanotube fragments. J Am Chem Soc 126:12736–12737

    Article  CAS  Google Scholar 

  9. Zhou J, Booker C, Li R, Zhou X, Sham TK, Sun X (2007) An electrochemical avenue to blue luminescent nanocrystals from multiwalled carbon nanotubes. J Am Chem Soc 129:744–745

    Article  CAS  Google Scholar 

  10. Ray SC, Saha A, Jana NR, Sarkar R (2009) Fluorescent carbon nanoparticles: synthesis, characterization, and bioimaging application. J Phys Chem C 113:18546–18551

    Article  CAS  Google Scholar 

  11. Yang Y, Cui J, Zheng M, Hu C, Tan S, Xiao Y (2012) One-step synthesis of amino-functionalized fluorescent carbon nanoparticles by hydrothermal carbonization of chitosan. Chem Commun 48:380–382

    Article  CAS  Google Scholar 

  12. Wang Q, Liu X, Zhang L, Lv Y (2012) One-step synthesis of amino-functionalized fluorescent carbon nanoparticles by hydrothermal carbonization of chitosan. Analyst 137:5392–5397

    Article  CAS  Google Scholar 

  13. Liu C, Zhang P, Tian F, Li W, Li F, Liu W (2011) One-step synthesis of surface passivated carbon nanodots by microwave assisted pyrolysis for enhanced multicolor photoluminescence and bioimaging. J Mater Chem 21:13163–13167

    Article  CAS  Google Scholar 

  14. Zhai X, Zhang P, Liu C, Bai T, Li W, Dai L (2012) Highly luminescent carbon nanodots by microwave-assisted pyrolysis. Chem Commun 48:7955–7957

    Article  CAS  Google Scholar 

  15. Yang XM, Zhuo Y, Zhu SS, Luo YW, Feng YJ, Dou Y (2014) Novel and green synthesis of high-fluorescent carbon dots originated from honey for sensing and imaging. Biosens Bioelectron 60:292–298

    Article  CAS  Google Scholar 

  16. Guo Y, Yang LL, Li WW, Wang XF, Shang YH, Li BX (2016) Carbon dots doped with nitrogen and sulfur and loaded with copper(II) as a Bturn-on fluorescent probe for cystein, glutathione and homocysteine. Microchim Acta 183:1409–1416

    Article  CAS  Google Scholar 

  17. Chen BS, Li FM, Li SX et al (2013) Large scale synthesis of photoluminescent carbon nanodots and their application for bioimaging. Nanoscale 5:1967–1971

    Article  CAS  Google Scholar 

  18. Chen MY, Wang WZ, Wu XP (2014) One-pot green synthesis of water-soluble carbon nanodots with multicolor photoluminescence from polyethylene glycol. J Mater Chem B 2:3937–3945

    Article  CAS  Google Scholar 

  19. Tang WJ, Wang Y, Wang PP, Di JW, Yang JP, Wu Y (2016) Synthesis of strongly fluorescent carbon quantum dots modified with polyamidoamine and a triethoxysilane as quenchable fluorescent probes for mercury (II). Microchim Acta 183:2571–2578

    Article  CAS  Google Scholar 

  20. Hao TF, WeiX NYJ, Xu YQ, Yan YS, Zhou ZP (2016) An eco-friendly molecularly imprinted fluorescence composite material based on carbon dots for fluorescent detection of 4-nitrophenol. Microchim Acta 183:2197–2203

    Article  CAS  Google Scholar 

  21. Lai CW, Hsiao YH, Peng YK, Chou PT (2012) Facile synthesis of highly emissive carbon dots from pyrolysis of glycerol; gram scale production of carbon dots/SiO2 for cell imaging and drug release. J Mater Chem 22:14403–14409

    Article  CAS  Google Scholar 

  22. Hsu PC, Shih ZY, Lee CH, Chang HT (2012) Synthesis and analytical applications of photoluminescent carbon nanodots. Green Chem 14:917–920

    Article  CAS  Google Scholar 

  23. Zhu C, Zhai J, Dong S (2012) Bifunctional fluorescent carbon nanodots: green synthesis via soy milk and application as, metal-free electrocatalysts for oxygen reduction. Chem Commun 48:9367–9369

    Article  CAS  Google Scholar 

  24. Liu S, Tian J, Wang L, Zhang Y, Qin X, Luo Y (2012) Hydrothermal treatment of grass: a low-cost, green route to nitrogen-doped, carbon-rich, photoluminescent polymer nanodots as an effective fluorescent sensing platform for label-free detection of Cu (II) ions. Adv Mater 24:2037–2041

    Article  CAS  Google Scholar 

  25. Lin LP, Song XH, Chen YY et al (2015) One-pot synthesis of highly greenish-yellow fluorescent nitrogen-doped graphene quantum dots for pyrophosphate sensing via competitive coordination with Eu3+ ions. Nanoscale 7:15427–15433

    Article  CAS  Google Scholar 

  26. Liu Y, Xiao N, Gong NQ, Wang H, Shi X, Gu W, Ye L (2014) One-step microwave-assisted polyol synthesis of green luminescent carbon dots as optical nanoprobes. Carbon 68:258–264

    Article  CAS  Google Scholar 

  27. Ge JC, Jia QY, Liu WM, Guo L, Liu QY, Lan MH, Zhang HY, Meng XM, Wang PF (2015) Red-emissive carbon dots for fluorescent, photoacoustic, and thermal theranostics in living mice. Adv Mater 27:4169–4177

    Article  CAS  Google Scholar 

  28. Sun XC, Brückner C, Lei Y (2015) One-pot and ultrafast synthesis of nitrogen and phosphorus co-doped carbon dots possessing bright dual wavelength fluorescence emission. Nanoscale 7:17278–17282

    Article  CAS  Google Scholar 

  29. Qu F, Sun Z, Liu DY, Zhao XN, You JM (2016) Direct and indirect fluorescent detection of tetracyclines using dually emitting carbon dots. Microchim Acta 183:2547–2553

    Article  CAS  Google Scholar 

  30. Zhu S, Meng Q, Wang L, Zhang J, Song Y, Jin H, Zhang K, Sun H, Wang H, Yang B (2013) Highly photoluminescent carbon dots for multicolor patterning, sensors, and bioimaging. Angew Chem Int Ed 52:3953–3957

    Article  CAS  Google Scholar 

  31. Dong Y, Pang H, Yang HB, Guo C, Shao J, Chi Y, Li CM, Yu T (2013) Carbon-based dots co-doped with nitrogen and sulfur for high quantum yield and excitation-independent emission. Angew Chem Int Ed 52:7800–7804

    Article  CAS  Google Scholar 

  32. Ding H, Wei JS, Xiong HM (2014) Nitrogen and sulfur co-doped carbon dots with strong blue luminescence. Nanoscale 6:13817–13823

    Article  CAS  Google Scholar 

  33. Wang C, Sun D, Zhuo K, Zhang H, Wang J (2014) Simple and green synthesis of nitrogen-, sulfur-, and phosphorus-co-doped carbon dots with tunable luminescence properties and sensing application. RSC Adv 4:54060–54065

    Article  CAS  Google Scholar 

  34. Wang W, Li Y, Cheng L, Cao Z, Liu W (2014) Water-soluble and phosphorus-containing carbon dots with strong green fluorescence for cell labelling. J Mater Chem B 2:46–48

    Article  CAS  Google Scholar 

  35. Ding YB, Shi LL, Wei H (2015) A “turn on” fluorescent probe for heparin and its oversulfated chondroitin sulfate contaminant. Chem Sci 6:6361–6366

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was supported by the Natural Science Foundation of China (21301004).

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Xiufang Wang or Yimin Sun.

Ethics declarations

The author(s) declare that they have no competing interests.

Electronic supplementary material

ESM 1

(DOC 16.4 mb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Wang, R., Wang, X. & Sun, Y. Aminophenol-based carbon dots with dual wavelength fluorescence emission for determination of heparin. Microchim Acta 184, 187–193 (2017). https://doi.org/10.1007/s00604-016-2009-y

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00604-016-2009-y

Keywords

Navigation