Citation: Junmei FAN, Wei LIU, Ruitao ZHU, Chenxi QIN, Xiaoling LEI, Haotian WANG, Jiao WANG, Hongfei HAN. High sensitivity detection of baicalein by N, S co-doped carbon dots and their application in biofluids[J]. Chinese Journal of Inorganic Chemistry, ;2024, 40(10): 2009-2020. doi: 10.11862/CJIC.20240120 shu

High sensitivity detection of baicalein by N, S co-doped carbon dots and their application in biofluids

Department of Chemistry and Materials, Taiyuan Normal University, Jinzhong, Shanxi 030619, China

Corresponding author: Junmei FAN, jmfan@tynu.edu.cn
Received Date: 8 April 2024
Revised Date: 17 July 2024

Figures(8)

In this work, p-phenylenediamine and L-cysteine were used as raw materials, and water-soluble N, S co-doped carbon dots (N, S-CDs) with excellent performance were prepared through a one-step solvothermal method. The morphology and structure of N, S-CDs were characterized by transmission electron microscope, X-ray diffraction, Fourier transform infrared spectroscopy, and X-ray photoelectron spectroscopy, and the basic photophysical properties were investigated via UV-Vis absorption spectra and fluorescence spectra. Meanwhile, the N, S-CDs have excellent luminescence stability with pH, ionic strength, radiation time, and storage time. Experimental results illustrated the present sensor platform exhibited high sensitivity and selectivity in response to baicalein with a detection limit of 85 nmol·L^-1. The quenching mechanism is proved to be the inner filter effect. In addition, this sensor can also detect baicalein in biofluids (serum and urine) with good accuracy and reproducibility.
- N, S-carbon dots,
- solvothermal method,
- baicalein,
- fluorescent sensor
1. [1]
  Yong H M, Bi F Y, Liu J, Qin Y, Bai R Y, Liu J. Preparation and char-acterization of antioxidant packaging by chitosan, D-α-tocopheryl polyethylene glycol 1000 succinate and baicalein[J]. Int. J. Biol. Macromol., 2020,153:836-845. doi: 10.1016/j.ijbiomac.2020.03.076
2. [2]
  Tuli H S, Aggarwal V, Kaur J, Aggarwal D, Parashar G, Parashar N C, Tuorkey M, Kaur G, Savla R, Sak K, Kumar M. Baicalein: A metabo-lite with promising antineoplastic activity[J]. Life Sci., 2020,259118183. doi: 10.1016/j.lfs.2020.118183
3. [3]
  Wang L, Feng T, Su Z L, Pi C, Wei Y M, Zhao L. Latest research prog-ress on anticancer effect of baicalin and its aglycone baicalein[J]. Arch. Pharm. Res., 2022,45:535-557. doi: 10.1007/s12272-022-01397-z
4. [4]
  Low Z X, OuYong B M, Hassandarvish P, Poh C L, Ramanathan B. Antiviral activity of silymarin and baicalein against dengue virus[J]. Sci. Rep., 2021,1121221. doi: 10.1038/s41598-021-98949-y
5. [5]
  Wang X, Li X B, Chen W F, Wang R L, Bian W, Choi M M. F[J]. Phos-phorus doped graphitic carbon nitride nanosheets as fluorescence probe for the detection of baicalein. Spectroc. Acta Pt. A-Molec. Biomolec. Spectr., 2018,198:1-6.
6. [6]
  Lin M C, Tsai M J, Wen K C. Supercritical fluid extraction of flavo-noids from Scutellariae Radix[J]. J. Chromatogr. A, 1999,830:387-395. doi: 10.1016/S0021-9673(98)00906-6
7. [7]
  Gharari Z, Bagheri K, Danafar H, Sharafi A. Simultaneous determina-tion of baicalein, chrysin and wogonin in four Iranian Scutellaria spe-cies by high performance liquid chromatography[J]. J. Appl. Res. Med. Plants, 2020,16100232.
8. [8]
  Zhang D D, Zhang Y M, He L C. Sensitive voltammetric determina-tion of baicalein at thermally reduced graphene oxide modified glassy carbon electrode[J]. Electroanalysis, 2013,25:2136-2144. doi: 10.1002/elan.201300189
9. [9]
  Xie Z K, Lu W, Yang L X, Li G P, Ye B X. A voltammetry sensor plat-form for baicalein and baicalin simultaneous detection in vivo based on Ta₂O₅-Nb₂O₅@CTS composite[J]. Talanta, 2017,170:358-368. doi: 10.1016/j.talanta.2017.04.022
10. [10]
  Chen G, Zhang H W, Ye J N. Determination of baicalein, baicalin and quercetin in Scutellariae Radix and its preparations by capillary electrophoresis with electrochemical detection[J]. Talanta, 2000,53:471-479. doi: 10.1016/S0039-9140(00)00514-2
11. [11]
  Peng Y Y, Ding X H, Chu Q C, Ye J N. Determination of baicalein, baicalin, and chlorogenic acid in Yinhuang oral liquid by capillary electrophoresis with electrochemical detection[J]. Anal. Lett., 2003,36:2793-2803. doi: 10.1081/AL-120025256
12. [12]
  Baygildieva D I, Baygildiev T M, Stavrianidi A N, Shpigun O A, Rodin I A. Simultaneous determination of wogonin, scutellarin, baicalin, and baicalein in extracts from scutellariae baicalensis by high-performance liquid chromatography with tandem mass spec-trometry[J]. J. Anal. Chem., 2018,73:1317-1322. doi: 10.1134/S1061934818140022
13. [13]
  Zhang Y, Wang X J, Wang L, Yu M, Han X J. Interactions of the baicalin and baicalein with bilayer lipid membranes investigated by cyclic voltammetry and UV-Vis spectroscopy[J]. Bioelectrochemistry, 2014,95:29-33. doi: 10.1016/j.bioelechem.2013.10.008
14. [14]
  Ru Y, Waterhouse G I N, Lu S Y. Aggregation in carbon dots[J]. Aggregate, 2022,3e296. doi: 10.1002/agt2.296
15. [15]
  Zhu L C, Kong W J, Ma J J, Zhang R F, Qin C, Liu H, Pan S. Appli-cations of carbon dots and its modified carbon dots in bone defect repair[J]. J. Biol. Eng., 2022,1632. doi: 10.1186/s13036-022-00311-x
16. [16]
  Gong X J, Zhang Q Y, Gao Y F, Shuang S M, Choi M M F, Dong C. Phosphorus and nitrogen dual-doped hollow carbon dot as a nanocar-rier for doxorubicin delivery and biological imaging[J]. ACS Appl. Mater. Interfaces, 2016,8:11288-11297. doi: 10.1021/acsami.6b01577
17. [17]
  Hutton G A M, Martindale B C M, Reisner E. Carbon dots as photo-sensitisers for solar-driven catalysis[J]. Chem. Soc. Rev., 2017,46:6111-6123. doi: 10.1039/C7CS00235A
18. [18]
  Ding Y N, Li X, Zheng Z Y, Chen M J, Zhang Y, Liu Z Y, Wang F H, Guan L. Preparation and luminescent modulation of yellow car-bon dots for electroluminescent device[J]. J. Lumin., 2022,249119036. doi: 10.1016/j.jlumin.2022.119036
19. [19]
  Ni Y Q, Wan H H, Liang W Q, Zhang S F, Xu X S, Li L, Shao Y H, Ruan S C, Zhang W F. Random lasing carbon dot fibers for multilev-el anti-counterfeiting[J]. Nanoscale, 2021,13:16872-16878. doi: 10.1039/D1NR04707H
20. [20]
  Zhang S B, Yan H D, Li H N, Xu T T, Li H, Wang C K, Yang Z, Jia X D, Liu X R. Carbon dots as specific fluorescent sensors for Hg²⁺ and glutathione imaging[J]. Microchim. Acta, 2023,190224. doi: 10.1007/s00604-023-05805-z
21. [21]
  Zhang J, Nan D Y, Pan S, Liu H, Yang H, Hu X L. N, S co-doped carbon dots as a dual-functional fluorescent sensor for sensitive detection of baicalein and temperature[J]. Spectroc. Acta Pt. A-Molec. Biomolec. Spectr., 2019,221117161. doi: 10.1016/j.saa.2019.117161
22. [22]
  Fan J M, Qi L, Li Y P, Tang Q P, Ding L P, Fang Y. A single probe-based sensor array for fingerprinting biothiols in serum and urine via surfactant modulation strategy[J]. Sens. Actuator B-Chem., 2019,301127144. doi: 10.1016/j.snb.2019.127144
23. [23]
  Fan J M, Wu E R, Dong J L, Zhu R T, Li M Q, Gao J N, Han H F, Ding L P. A minimalist ratiometric fluorescent sensor based on non-covalent ternary platform for sensing H₂S in aqueous solution and serum[J]. Colloids Surf. A-Physicochem. Eng. Asp., 2021,616126299. doi: 10.1016/j.colsurfa.2021.126299
24. [24]
  Zhu P D, Zhao X L, Zhu Q Y, Han X L, Tang Y Y, Liao S, Guo Z X, Wang Z Y, Bi W Z, Xu Q, Zhang L N, Xu M. Exploring multi-element co-doped carbon dots as dual-mode probes for fluorescence/CT imaging[J]. Chem. Eng. J., 2023,470144042. doi: 10.1016/j.cej.2023.144042
25. [25]
  Zhu P D, Li W J, Zhang Y Q, Sun Q, Lin Y, Qiu A L, Chen X Y, Zhou Y J, Wu G F, Li Y F, Yu Z Q, Xu Q, Luo D X, Cai L L. β-Cyclodextrin derived full-spectrum fluorescent carbon dots: The for-mation process investigation and biological applications[J]. Chin. Chem. Lett., 2023,34108239. doi: 10.1016/j.cclet.2023.108239
26. [26]
  Dang D K, Chandrasekaran S, Ngo Y L T, Chung J S, Kim E J, Hur S H. One pot solid-state synthesis of highly fluorescent N and S co-doped carbon dots and its use as fluorescent probe for Ag^- detection in aqueous solution[J]. Sens. Actuator B-Chem., 2018,255:3284-3291. doi: 10.1016/j.snb.2017.09.155
27. [27]
  ZHANG Q M, ZHANG L P, ZHENG K W, YANG G Q, HE S J, DU X J, CHEN F H, LI B. Green synthesis of high-stability black rice carbon dots for application in cell imaging[J]. Chinese J. Inorg. Chem., 2023,39(4):735-745.
28. [28]
  Mohandoss S, Palanisamy S, Priya V V, Mohan S K, Shim J J, Yelithao K, You S, Lee Y R. Excitation-dependent multiple lumines-cence emission of nitrogen and sulfur co-doped carbon dots for cyste-ine sensing, bioimaging, and photoluminescent ink applications[J]. Microchem. J., 2021,167106280. doi: 10.1016/j.microc.2021.106280
29. [29]
  Li X M, Zhang S L, Kulinich S A, Liu Y L, Zeng H B. Engineering surface states of carbon dots to achieve controllable luminescence for solid-luminescent composites and sensitive Be²⁺ detection[J]. Sci. Rep., 2014,4:4976-4983. doi: 10.1038/srep04976
30. [30]
  Dong Y Q, Pang H C, Yang H B, Guo C X, Shao J W, Chi Y W, Li C M, Yu T. Carbon-based dots co-doped with nitrogen and sulfur for high quantum yield and excitation-independent emission[J]. Angew. Chem. Int. Ed., 2013,52:7800-7804. doi: 10.1002/anie.201301114
31. [31]
  Liao X F, Chen C J, Zhou R X, Huang Q L, Liang Q L, Huang Z Q, Zhang Y J, Hu H Y, Liang Y L. Comparison of N-doped carbon dots synthesized from the main components of plants including cellulose, lignin, and xylose: Characterized, fluorescence mechanism, and potential applications[J]. Dyes Pigment., 2020,183108725. doi: 10.1016/j.dyepig.2020.108725
32. [32]
  Li H J, Han S C, Lyu B, Hong T, Zhi S B, Xu L, Xue F F, Sai L M, Yang J H, Wang X Y, He B. Tunable light emission from carbon dots by controlling surface defects[J]. Chin. Chem. Lett., 2021,32:2887-2892. doi: 10.1016/j.cclet.2021.03.051
33. [33]
  Wang X, Zhu C J, Yan X R, Cheng S J, Zhang Y. The synthesis of N-doped carbon dots for visual differentiating and detection of tetracy-clines[J]. Luminescence, 2023,38:188-195. doi: 10.1002/bio.4439
34. [34]
  Bao Q Z, Lin D, Gao Y R, Wu L N, Fu J H, Galaa K, Lin X H, Lin L Q. Ultrasensitive off-on-off fluorescent nanosensor for protamine and trypsin detection based on inner-filter effect between N, S-CDs and gold nanoparticles[J]. Microchem. J., 2021,168106409. doi: 10.1016/j.microc.2021.106409
35. [35]
  Fan J M, Zhu R T, Han W, Han H F, Ding L P. A multi-wavelength cross - reactive fluorescent sensor ensemble for fingerprinting flavo- noids in serum and urine[J]. Spectroc. Acta Pt. A-Molec. Biomolec. Spectr., 2024,310123893. doi: 10.1016/j.saa.2024.123893
36. [36]
  Chen C X, Zhao D, Hu T, Sun J. , Yang X R[J]. Highly fluorescent nitro- gen and sulfur co- doped graphene quantum dots for an inner filter effect-based cyanide sensor. Sens. Actuator B-Chem., 2017,241:779-788.
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