Synthesis of fluorescent dye and hydrogel therefrom for detection of glucose

Authors

  • Aliaksei A. Vaitusionak Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieningradskaja Street, Minsk 220006, Belarus; Belarusian State University, 4 Niezaliezhnasci Avenue, Minsk 220030, Belarus
  • Ekaterina V. Sokolnikova Belarusian State University, 4 Niezaliezhnasci Avenue, Minsk 220030, Belarus
  • Hleb S. Baravoi Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieningradskaja Street, Minsk 220006, Belarus
  • Grigory I. Minakov Belarusian State University, 4 Niezaliezhnasci Avenue, Minsk 220030, Belarus
  • Sergei V. Kostjuk Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieningradskaja Street, Minsk 220006, Belarus

Keywords:

anthracene, fluorescent dye, hydrogel, continuous glucose monitoring
Supporting Agencies
This work was carried out within the framework of the agreement No. 28/136-82/21 with production unitary enterprise «FreBor» and within the framework of the state programme of scientific research «Chemical processes, reagents and technologies, bioregulators and bioorgchemistry» (assignment 2.2.02.04 «Synthesis of thermosensitive polymers and hydroshells based on them for tissue engineering and drug delivery», state registration No. 20211517).

Abstract

As a result of the study, an five-step procedure for the synthesis of a glucose-sensitive fluorescent dye consisting of two boronic acid fragments and an anthracene fragment was developed. Fluorescent hydrogel was then prepared based on the synthesised dye. It was shown that the fluorescence intensity of the synthesised dye directly depends on the concentration of glucose, the increase of which leads to fluorescence enhancement. The synthesised fluorescent hydrogel can be used for fabrication of subcutaneous glucose sensor.

Author Biographies

  • Aliaksei A. Vaitusionak, Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieningradskaja Street, Minsk 220006, Belarus; Belarusian State University, 4 Niezaliezhnasci Avenue, Minsk 220030, Belarus

    PhD (chemistry), docent; senior researcher at the laboratory of catalysis of polymerisation processes, Research Institute for Physical Chemical Problems, Belarusian State University, and senior researcher at the research laboratory of radiochemistry, faculty of chemistry, Belarusian State University

  • Ekaterina V. Sokolnikova, Belarusian State University, 4 Niezaliezhnasci Avenue, Minsk 220030, Belarus

    master’s degree student at the department of macromolecular compounds, faculty of chemistry

  • Hleb S. Baravoi, Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieningradskaja Street, Minsk 220006, Belarus

    technician at the laboratory of catalysis of polymerisation processes

  • Grigory I. Minakov, Belarusian State University, 4 Niezaliezhnasci Avenue, Minsk 220030, Belarus

    competitor at the department of macromolecular compounds, faculty of chemistry

  • Sergei V. Kostjuk, Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieningradskaja Street, Minsk 220006, Belarus

    doctor of science (chemistry), full professor; chief researcher at the laboratory of catalysis of polymerisation processes

References

  1. Zimmet P, Alberti KG, Shaw J. Global and societal implications of the diabetes epidemic. Nature. 2001;414(6865):782–788. DOI: 10.1038/414782a.
  2. Guerra SD, Lupi R, Marselli L, Masini M, Bugliani M, Sbrana S, et al. Functional and molecular defects of pancreatic islets in human type 2 diabetes. Diabetes. 2005;54(3):727–735. DOI: 10.2337/diabetes.54.3.727.
  3. Koya D, King GL. Protein kinase C activation and the development of diabetic complications. Diabetes. 1998;47(6):859–866. DOI: 10.2337/diabetes.47.6.859.
  4. Brownlee M. Biochemistry and molecular cell biology of diabetic complications. Nature. 2001;414(6865):813–820. DOI: 10.1038/ 414813a.
  5. Lee TH, Marcantonio ER, Mangione CM, Thomas EJ, Polanczyk CA, Cook EF, et al. Derivation and prospective validation of a simple index for prediction of cardiac risk of major noncardiac surgery. Circulation. 1999;100(10):1043–1049. DOI: 10.1161/01.cir.100.10.1043.
  6. Nestler EJ, Barrot M, DiLeone RJ, Eisch AJ, Gold SJ, et al. Neurobiology of depression. Neuron. 2007;34(1):13–25. DOI: 10.1016/s0896-6273(02)00653-0.
  7. Kondepati VR, Heise HM. Recent progress in analytical instrumentation for glycemic control in diabetic and critically ill patients. Analytical and Bioanalytical Chemistry. 2007;388(3):545–563. DOI: 10.1007/s00216-007-1229-8.
  8. Klonoff DC. Continuous glucose monitoring: roadmap for 21st century diabetes therapy. Diabetes Care. 2005;28(5):1231–1239. DOI: 10.2337/diacare.28.5.1231.
  9. Shibata H, Heo YJ, Okitsu T, Matsunaga Y, Kawanishi T, Takeuchi S. Injectable hydrogel microbeads for fluorescence-based in vivo continuous glucose monitoring. PNAS. 2010;107(42):17894–17898. DOI: 10.1073/pnas.1006911107.
  10. Zenkl G, Mayr T, Klimant I. Sugar-responsive fluorescent nanospheres. Macromolecular Bioscience. 2008;8(2):146–152. DOI: 10.1002/mabi.200700174.
  11. Zenkl G, Klimant I. Fluorescent acrylamide nanoparticles for boronic acid based sugar sensing – from probes to sensors. Microchimica Acta. 2009;166(1–2):123–131. DOI: 10.1007/s00604-009-0172-0.
  12. Rounds RM, Ibey BL, Beier HT, Pishko MV, Coté GL. Microporated PEG spheres for fluorescent analyte detection. Journal of Fluorescence. 2007;17(1):57–63. DOI: 10.1007/s10895-006-0143-3.
  13. Russell RJ, Pishko MV, Gefrides CC, McShane MJ, Coté GL. A fluorescence-based glucose biosensor using concanavalin A and dextran encapsulated in a poly(ethylene glycol) hydrogel. Analytical Chemistry. 1999;71(15):3126–3132. DOI: 10.1021/ac990060r.
  14. Turner RFB, Harrison DJ, Rajotte RV, Baltes HP. A biocompatible enzyme electrode for continuous in vivo glucose monitoring in whole blood. Sensors and Actuators, B: Chemical. 1990;1(1):561–564. DOI: 10.1016/0925-4005(90)80273-3.
  15. Abel PU, von Woedtke T. Biosensors for in vivo glucose measurement: can we cross the experimental stage. Biosensors and Bioelectronics. 2002;17(11–12):1059–1070. DOI: 10.1016/s0956-5663(02)00099-4.
  16. Kenausis G, Chen Q, Heller A. Electrochemical glucose and lactate sensors based on «wired» thermostable soybean peroxidase operating continuously and stably at 37 °C. Analytical Chemistry. 1997;69(6):1054–1060. DOI: 10.1021/ac961083y.
  17. Wilson GS, Hu Y. Enzyme-based biosensors for in vivo measurements. Chemical Reviews. 2000;100(7):2693–2704. DOI: 10.1021/cr990003y.
  18. Ballerstadt R, Evans C, McNichols R, Gowda A. Concanavalin A for in vivo glucose sensing: a biotoxicity review. Biosensors and Bioelectronics. 2006;22(2):275–284. DOI: 10.1016/j.bios.2006.01.008.

Downloads

Published

2025-05-20

Issue

No. 1 (2025): Journal of the Belarusian State University. Chemistry

Section

Original Articles

License

The authors who are published in this journal agree to the following:

  1. The authors retain copyright on the work and provide the journal with the right of first publication of the work on condition of license Creative Commons Attribution-NonCommercial. 4.0 International (CC BY-NC 4.0).
  2. The authors retain the right to enter into certain contractual agreements relating to the non-exclusive distribution of the published version of the work (e.g. post it on the institutional repository, publication in the book), with the reference to its original publication in this journal.
  3. The authors have the right to post their work on the Internet (e.g. on the institutional store or personal website) prior to and during the review process, conducted by the journal, as this may lead to a productive discussion and a large number of references to this work. (See The Effect of Open Access.)

How to Cite

Synthesis of fluorescent dye and hydrogel therefrom for detection of glucose. (2025). Journal of the Belarusian State University. Chemistry, 1, 37-47. https://journals.bsu.by/index.php/chemistry/article/view/6756