Skip to main content
Log in

A Novel L-Arginine Functionalized CdTe Quantum Dots Fluorescence Probe for Pyrophosphate Anion Detection

  • RESEARCH
  • Published:
Journal of Fluorescence Aims and scope Submit manuscript

Abstract

In this paper, a novel amino acid surface-functionalized semiconductor CdTe quantum dot fluorescent probe amidated by carboxyl and amide groups was synthesized to detect pyrophosphate ions (P2O74−, PPi). L-Arginine (L-Arg) was grafted onto cysteine modified CdTe quantum dots (Mea-CdTe QDs) to form a new L-Arginine-functionalized quantum dot fluorescent probe (L-Arg@Mea-CdTe). The prepared probe has good optical properties with multiple grafted functional groups on the surface. The guanidine group of the L-Arg@Mea-CdTe fluorescent probe is strongly basic and will be fully protonated under physiological conditions. The resulting hydrogen bonds bound to pyrophosphate lead to significant changes in the fluorescence of CdTe quantum dots. IR and XPS characterization were performed to confirm it. The addition of PPi induces a significant fluorescence quenching of L-Arg@Mea-CdTe in aqueous solution. The fluorescent QDs probe can also detect pyrophosphate with good sensitivity and anti-interference performance. The detection limit of the L-Arg@Mea-CdTe fluorescence probe for PPi is as low as 0.30 μM. In addition, the novel nano-fluorescent probe was successfully applied to detect PPi in water and in cell imaging.

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.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

Data Availability

The datasets generated during and/or analysed during the current study are available from the corresponding author on reasonable request.

References

  1. Li S, Cao D, Meng X et al (2020) A novel schiff base fluorescent probe based on coumarin and benzothiazole for sequential detection of Al3+ and PPi and its applicability in live cell imaging. J Photochem Photobiol A 392:112427

    Article  CAS  Google Scholar 

  2. Jin L, Wang X, Liu X et al (2022) Preparation of novel fluorescent probe based on carbon dots for sensing and imaging Fe (III) and pyrophosphate in cells and zebrafish. Anal Bioanal Chem 414:7609–7622

    Article  CAS  PubMed  Google Scholar 

  3. Chen L, Qi W, Du C et al (2021) A novel copper ion sensing fluorescent probe for fast detection of pyrophosphate and alkaline phosphatase. New J Chem 45:3727–3734

    Article  CAS  Google Scholar 

  4. Chao D, Zhang Y (2017) Anion-induced emissive nanoparticles for tunable fluorescence detection of pyrophosphate and bioimaging application. Sens Actuators B Chem 242:253–259

    Article  CAS  Google Scholar 

  5. Arumugaperumal R, Srinivasadesikan V, Lin M-C et al (2016) Facile rhodamine-based colorimetric sensors for sequential detections of Cu ( II ) ions and pyrophosphate (P 2 O 7 4− ) anions. RSC Adv 6:106631–106640

    Article  CAS  Google Scholar 

  6. Becker JS, Matusch A, Depboylu C et al (2007) Quantitative imaging of selenium, copper, and zinc in thin sections of biological tissues (slugs-genus arion) measured by laser ablation inductively coupled plasma mass spectrometry. Anal Chem 79:6074–6080

    Article  CAS  PubMed  Google Scholar 

  7. Anzenbacher P, Palacios MA, Jursíková K, Marquez M (2005) Simple electrooptical sensors for inorganic anions. Org Lett 7:5027–5030

    Article  CAS  PubMed  Google Scholar 

  8. Yang W, Jaramillo D, Gooding JJ et al (2001) Sub-ppt detection limits for copper ions with Gly-Gly-His modified electrodes. Chem Commun 1982–1983

  9. Gonzáles APS, Firmino MA, Nomura CS et al (2009) Peat as a natural solid-phase for copper preconcentration and determination in a multicommuted flow system coupled to flame atomic absorption spectrometry. Anal Chim Acta 636:198–204

    Article  PubMed  Google Scholar 

  10. Xu H, Yang D, Jiang D, Chen H-Y (2019) Phosphate assay kit in one cell for electrochemical detection of intracellular phosphate ions at single cells. Front Chem 7:360

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  11. Chen C-Y, Tan YZ, Hsieh P-H et al (2020) Metal-free colorimetric detection of pyrophosphate ions by inhibitive nanozymatic carbon dots. ACS Sens 5:1314–1324

    Article  CAS  PubMed  Google Scholar 

  12. Paim APS, Rodrigues SSM, Ribeiro DSM et al (2017) Fluorescence probe for mercury (II) based on the aqueous synthesis of CdTe quantum dots stabilized with 2-mercaptoethanesulfonate. New J Chem 41:3265–3272

    Article  CAS  Google Scholar 

  13. Hao C, Liu S, Liang W et al (2015) A regenerable fluorescent quantum dot based nanoprobe for zinc(II). and the design of a molecular logic gate. Microchim Acta 182:2009–2017

    Article  CAS  Google Scholar 

  14. Xu H, Miao R, Fang Z, Zhong X (2011) Quantum dot-based “turn-on” fluorescent probe for detection of zinc and cadmium ions in aqueous media. Anal Chim Acta 687:82–88

    Article  CAS  PubMed  Google Scholar 

  15. Liu Q, Lai Q, Li N, Su X (2018) Copper nanoclusters capped with tannic acid as a fluorescent probe for real-time determination of the activity of pyrophosphatase. Microchim Acta 185:182

    Article  Google Scholar 

  16. Hou J, Zhang F, Yan X et al (2014) Sensitive detection of biothiols and histidine based on the recovered fluorescence of the carbon quantum dots-Hg (II) system. Anal Chim Acta 859:72–78

    PubMed  Google Scholar 

  17. Zou W, Gong F, Chen X et al (2018) Intrinsically fluorescent and highly functionalized polymer nanoparticles as probes for the detection of zinc and pyrophosphate ions in rabbit serum samples. Talanta 188:203–209

    Article  CAS  PubMed  Google Scholar 

  18. Xiong J-B, Ban D-D, Zhou Y-J et al (2022) A novel AIE-active imidazolium macrocyclic ratiometric fluorescence sensor for pyrophosphate anion. RSC Adv 12:6876–6880

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  19. Song Y-F, Cai H-X, Wu W-N et al (2022) A simple hydrazone probe for recognition of Al3+ and PPi and its applicability in lysosomal imaging. Spectrochim Acta Part A Mol Biomol Spectrosc 268:120680

    Article  CAS  Google Scholar 

  20. Wang Q, Zhang S, Ge H et al (2015) A fluorescent turn-off/on method based on carbon dots as fluorescent probes for the sensitive determination of Pb2+ and pyrophosphate in an aqueous solution. Sens Actuator B Chem 207:25–33

    Article  CAS  Google Scholar 

  21. Xu X, Ren D, Chai Y et al (2019) Dual-emission carbon dots-based fluorescent probe for ratiometric sensing of Fe (III) and pyrophosphate in biological samples. Sens Actuators B Chem 298:126829

    Article  CAS  Google Scholar 

  22. Noipa T, Ngamdee K, Tuntulani T, Ngeontae W (2014) Cysteamine CdS quantum dots decorated with Fe3+ as a fluorescence sensor for the detection of PPi. Spectrochim Acta Part A Mol Biomol Spectrosc 118:17–23

    Article  CAS  Google Scholar 

  23. Nishizawa S, Kato Y, Teramae N (1999) Fluorescence sensing of anions via intramolecular excimer formation in a pyrophosphate-induced self-assembly of a pyrene-functionalized guanidinium receptor. J Am Chem Soc 121:9463–9464

    Article  CAS  Google Scholar 

  24. Mahdavi S, Khanmohammadi H, Masteri-Farahani M (2018) Surface functionalized cadmium telluride quantum dots for the optical detection and determination of herbicides. J Mater Sci Mater Electron 29:6254–6259

    Article  CAS  Google Scholar 

  25. Fan X, Peng J, Yan S, He Y (2011) Study on the interaction between water-soluble CdTe quantum dots and ovalbumin by optical spectroscopy. Spectrosc Lett 44:318–327

    Article  CAS  Google Scholar 

  26. Xiong H, Wang B, Wen W et al (2019) Fluorometric determination of copper (II) by using 3-aminophenylboronic acid-functionalized CdTe quantum dot probes. Microchim Acta 186:392

    Article  Google Scholar 

  27. Wang K, Dong E-F, Fang M et al (2022) Construction of ratio fluorescence sensor based on CdTe quantum dots and benzocoumarin-3-carboxylic acid for Hg2+ detection. Chin J Anal Chem 50:100070

    Article  Google Scholar 

  28. Wang K, Dong E, Fang M et al (2022) Construction of Hybrid Fluorescent Sensor for Cu2+ Detection Using Fluorescein-functionalized CdS Quantum Dots Via FRET. J Fluoresc 32:1099–1107

    Article  CAS  PubMed  Google Scholar 

  29. Yang W, Li W, Dou H, Sun K (2008) Hydrothermal synthesis for high-quality CdTe quantum dots capped by cysteamine. Mater Lett 62:2564–2566

    Article  CAS  Google Scholar 

  30. Mallick T, Karmakar A, Kar M et al (2022) Carbazole-decorated fluorescent CdS quantum dots: A potential light-harvesting material. J Phys Chem Solids 164:110603

    Article  CAS  Google Scholar 

  31. Javadzad H, Haghnazari N, Karami C (2022) Determination of phenobarbital in real sample using carbon quantum dots modified with tungsten as a fluorescent nanoprobe. J Mater Sci Mater Electron 33:12075–12082

    Article  CAS  Google Scholar 

  32. Wang L, Chen Y, Zhang Z et al (2021) Bipyridine-linked three-dimensional covalent organic frameworks for fluorescence sensing of cobalt (II) at nanomole level. Microchim Acta 188:167

    Article  CAS  Google Scholar 

  33. Yu Q, Peng Y, Cao Q et al (2022) Pyridinaldehyde modified luminescence metal-organic framework for highly sensitive and selective fluorescence detection of pyrophosphate. Sens Actuators B Chem 365:131949

    Article  CAS  Google Scholar 

  34. Chen H, Zhou Z, Li Z et al (2021) Highly sensitive fluorescent sensor based on coumarin organic dye for pyrophosphate ion turn-on biosensing in synovial fluid. Spectrochim Acta Part A Mol Biomol Spectrosc 257:119792

    Article  CAS  Google Scholar 

  35. Fu Y, Wu S, Zhou H et al (2020) Carbon dots and a CdTe quantum dot hybrid-based fluorometric probe for spermine detection. Ind Eng Chem Res 59:1723–1729

    Article  CAS  Google Scholar 

  36. Xu Z, Liu Y, Qian C et al (2020) Tuning the morphology of melamine-induced tetraphenylethene self-assemblies for melamine detecting. Org Electron 76:105476

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This research is financially supported by the Anhui Province University Natural Science Research Project (No. KJ2020A0014) and the Anhui Provincial Natural Science Foundation (No. 1808085ME155).

Funding

This work was supported by the Anhui Province University Natural Science Research Project (No. KJ2020A0014) and the Anhui Provincial Natural Science Foundation (No. 1808085ME155).

Author information

Authors and Affiliations

Authors

Contributions

All authors contributed to the study conception and design. Material preparation, data collection and analysis were performed by Ting Chen, Zicheng Ge. The first draft of the manuscript was written by Ting Chen and revised by Weiju Zhu and Min Fang; Cun Li and Min Fang gave writing- reviewing and experimental platform, supervision. All authors read and approved the final manuscript.

Corresponding authors

Correspondence to Min Fang or Cun Li.

Ethics declarations

Ethics Approval

Not applicable.

Consent to Participate

Informed consent was obtained from all individual participants included in the study.

Conflicts of Interest

The authors have no relevant financial or non-financial interests to disclose.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Zicheng Ge Co-first author.

Supplementary Information

Below is the link to the electronic supplementary material.

Supplementary file1 (DOCX 2429 KB)

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Chen, T., Ge, Z., Fang, M. et al. A Novel L-Arginine Functionalized CdTe Quantum Dots Fluorescence Probe for Pyrophosphate Anion Detection. J Fluoresc 33, 2075–2084 (2023). https://doi.org/10.1007/s10895-023-03198-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10895-023-03198-z

Keywords

Navigation