Citation: Lü Taoyuze, Zhu Kangning, Liu Bin. Recent Advances of Organic Fluorescent Probes for Detection of Human Serum Albumin[J]. Chinese Journal of Organic Chemistry, ;2019, 39(10): 2786-2795. doi: 10.6023/cjoc201903060 shu

Recent Advances of Organic Fluorescent Probes for Detection of Human Serum Albumin

College of Materials Science and Engineering, Shenzhen University, Shenzhen 518060

Corresponding author: Liu Bin, bliu@szu.edu.cn
Received Date: 27 March 2019
Revised Date: 26 April 2019
Available Online: 21 October 2019
Fund Project: the National Natural Science Foundation of China 21602139Project supported by the National Natural Science Foundation of China (No. 21602139)

Figures(1)

Human serum albumin (HSA) is the most abundant protein in human blood plasma, which plays important roles in physiological and biological processes, such as keeping the osmotic pressure and transporting small molecular ligands. The level of HSA in in biological samples especially in blood serum can reveal several health conditions, and thus, quantitative determination of HSA has vital importance for disease diagnosis. In recent years, as the rapid development of fluorescent probe technique, a great number of fluorescent probes have been reported for sensitive and selective detection of HSA. This article summarizes recent reported organic-based fluorescent probes, subsequently carefully describes the chemical structures, sensing mechanisms, spectral features, limit of detection, and binding sites, and moreover, the future developments and prospects for HSA detection by using fluorescent probes have been discussed.
- human serum albumin,
- fluorescent probes,
- binding sites,
- sensing mechanism
1. [1]
  Friedrichs, B. J. M. N.; Research, F. 2010, 41, 382.
2. [2]
  Kragh-Hansen, U.; Chuang, V. T. G.; Otagiri, M. Biol. Pharm. Bull. 2002, 25, 695. doi: 10.1248/bpb.25.695
3. [3]
  Quinlan, G. J.; Martin, G. S.; Evans, T. W. Hepatology 2005, 41, 1211. doi: 10.1002/hep.20720
4. [4]
  Viberti, G. C.; Hill, R. D.; Jarrett, R. J.; Argyropoulos, A.; Mahmud, U.; Keen, H. Lancet 1982, 1, 1430.
5. [5]
  Mogensen, C. E.; Hansen, K. W.; Osterby, R.; Damsgaard, E. M. Diabetes Care 1992, 15, 1192. doi: 10.2337/diacare.15.9.1192
6. [6]
  Hoogenberg, K.; Sluiter, W. J.; Dullaart, R. P. F. Acta Endocrinol. 1993, 129, 151. doi: 10.1530/acta.0.1290151
7. [7]
  Murch, S. H.; Winyard, P. J.; Koletzko, S.; Wehner, B.; Cheema, H. A.; Risdon, R. A.; Phillips, A. D.; Meadows, N.; Klein, N. J.; Walker-Smith, J. A. Lancet 1996, 347, 1299. doi: 10.1016/S0140-6736(96)90941-1
8. [8]
  Li, W.; Chen, D.; Wang, H.; Luo, S.; Dong, L.; Zhang, Y.; Shi, J.; Tong, B.; Dong, Y. ACS Appl. Mater. Interfaces 2015, 7, 26094. doi: 10.1021/acsami.5b07422
9. [9]
  Yu, Y.; Huang, Y.; Hu, F.; Jin, Y.; Zhang, G.; Zhang, D.; Zhao, R. Anal. Chem. 2016, 88, 6374. doi: 10.1021/acs.analchem.6b00774
10. [10]
  Dockal, M.; Carter, D. C.; Ruker, F. J. Biol. Chem. 1999, 274, 29303. doi: 10.1074/jbc.274.41.29303
11. [11]
  Bhattacharya, A. A.; Grune, T.; Curry, S. J. Mol. Biol. 2000, 303, 721. doi: 10.1006/jmbi.2000.4158
12. [12]
  Liu, H.; Bao, W.; Ding, H. J.; Jang, J. C.; Zou, G. L. J. Phys. Chem. B 2010, 114, 12938. doi: 10.1021/jp102053x
13. [13]
  He, X. M.; Carter, D. C. Nature 1992, 358, 209. doi: 10.1038/358209a0
14. [14]
  Doyle, M. J.; Halsall, H. B.; Heineman, W. R. Anal. Chem. 1982, 54, 2318. doi: 10.1021/ac00250a040
15. [15]
  Doumas, B. T.; Watson, W. A.; Biggs, H. G. Clin. Chim. Acta 1971, 31, 87 doi: 10.1016/0009-8981(71)90365-2
16. [16]
  Jiao, C.; Liu, Y.; Lu, W.; Zhang, P.; Wang, Y. Chin. J. Org. Chem. 2019, 39, 591(in Chinese).
17. [17]
  Li, Z.; Huo, Y.; Yang, X.; Ji, S. Chin. J. Org. Chem. 2016, 36, 2317(in Chinese).
18. [18]
  Chen, Z.-Z.; Zhang, N.; Zhang, W.-S.; Tang, B. Chin. J. Anal. Chem. 2006, 1341(in Chinese). doi: 10.3321/j.issn:0253-3820.2006.09.032
19. [19]
  Fan, J. L.; Sun, W.; Wang, Z. K.; Peng, X. J.; Li, Y. Q; Cao, J. F. Chem. Commun. 2014, 50, 9573. doi: 10.1039/C4CC03778B
20. [20]
  Wang, Y. R.; Feng, L.; Xu, L.; Li, Y.; Wang, D. D.; Hou, J.; Zhou, K.; Jin, Q.; Ge, G. B.; Cui, J. N.; Yang, L. Chem. Commun. 2016, 52, 6064. doi: 10.1039/C6CC00119J
21. [21]
  Wang, Y. R.; Feng, L.; Xu, L.; Hou, J.; Jin, Q.; Zhou, N.; Lin, Y.; Cui, J. N.; Ge, G. B. Sens. Actuator, B 2017, 245, 923. doi: 10.1016/j.snb.2017.02.046
22. [22]
  Reja, S. I.; Khan, I. A.; Bhalla, V.; Kumar, M. Chem. Commun. 2016, 52, 1182. doi: 10.1039/C5CC08217J
23. [23]
  Li, H. D.; Yao, Q. C.; Fan, J. L.; Du, J. J.; Wang, J. Y.; Peng, X. J. Dyes Pigm. 2016, 133, 79. doi: 10.1016/j.dyepig.2016.05.039
24. [24]
  Li, P. B.; Wang, Y. R.; Zhang, S. F.; Xu, L.; Wang, G. C.; Cui, J. N. Tetrahedron Lett. 2018, 59, 1390. doi: 10.1016/j.tetlet.2018.02.065
25. [25]
  Xu, Y. J.; Su, M. M.; Li, H. L.; Liu, Q. X.; Xu, C.; Yang, Y. S.; Zhu, H. L. Anal. Chim. Acta 2018, 1043, 123. doi: 10.1016/j.aca.2018.09.010
26. [26]
  Xu, Y. Q.; Zhang, M.; Li, B. Y.; Wang, W.; Wang, B. Z.; Yang, Y. S.; Zhu, H. L. Talanta 2018, 185, 568. doi: 10.1016/j.talanta.2018.04.029
27. [27]
  Liu, Y.; Pang, B.; Bouhenni, R.; Duah, E.; Paruchuri, S.; McDonald, L. Chem. Commun. 2015, 51, 11060. doi: 10.1039/C5CC03516C
28. [28]
  Liu, B.; Bi, X. M.; McDonald, L.; Pang, Y.; Liu, D. Q.; Pan, C. J.; Wang, L. Sens. Actuator B-Chem. 2016, 236, 668. doi: 10.1016/j.snb.2016.06.056
29. [29]
  Luo, Z. J.; Liu, B.; Zhu, K. N.; Huang, Y. Y.; Pan, C. J.; Wang, B. F.; Wang, L. Dyes Pigm. 2018, 152, 60. doi: 10.1016/j.dyepig.2018.01.033
30. [30]
  Liao, C. Y.; Li, F. F.; Huang, S. S.; Zheng, B. Z.; Du, J.; Xiao, D. Biosens. Bioelectron. 2016, 86, 489. doi: 10.1016/j.bios.2016.07.002
31. [31]
  Huang, S. S.; Li, F. F.; Liao, C. Y.; Zheng, B. Z.; Du, J. A.; Xiao, D. Talanta 2017, 170, 562. doi: 10.1016/j.talanta.2017.01.034
32. [32]
  Er, J. C.; Tang, M. K.; Chia, C. G.; Liew, H.; Vendrell, M.; Chang, Y. T. Chem. Sci. 2013, 4, 2168. doi: 10.1039/c3sc22166k
33. [33]
  Hong, Y. N.; Feng, C.; Yu, Y.; Liu, J. Z.; Lam, J. W. Y.; Luo, K. Q.; Tang, B. Z. Anal. Chem. 2010, 82, 7035. doi: 10.1021/ac1018028
34. [34]
  Wang, Z. L.; Ma, K.; Xu, B.; Li, X.; Tian, W. J. Sci. China:Chem. 2013, 56, 1234. doi: 10.1007/s11426-013-4917-6
35. [35]
  Li, W. Y.; Chen, D. D.; Wang, H.; Luo, S. S.; Dong, L. C.; Zhang, Y. H.; Shi, J. B.; Tong, B.; Dong, Y. P. ACS Appl. Mater. Interfaces 2015, 7, 26094. doi: 10.1021/acsami.5b07422
36. [36]
  Li, J. Z.; Wu, J. D.; Cui, F. C.; Zhao, X.; Li, Y. Q.; Lin, Y.; Li, Y.; Hu, J.; Ju, Y. Sens. Actuator, B 2017, 243, 831. doi: 10.1016/j.snb.2016.12.054
37. [37]
  Shen, P.; Hua, J. Y.; Jin, H. D.; Du, J. Y.; Liu, C. L.; Yang, W.; Gao, Q. Y.; Luo, H. J.; Liu, Y.; Yang, C. Y. Sens. Actuator, B 2017, 247, 587. doi: 10.1016/j.snb.2017.03.051
38. [38]
  Rajasekhar, K.; Achar, C. J.; Govindaraju, T. Org. Biomol. Chem. 2017, 15, 1584. doi: 10.1039/C6OB02760A
39. [39]
  Chakraborty, G.; Ray, A. K.; Singh, P. K.; Pal, H. Chem. Commun. 2018, 54, 8383. doi: 10.1039/C8CC05058A
40. [40]
  Wu, Y. Y.; Yu, W. T.; Hou, T. C.; Liu, T. K.; Huang, C. L.; Chen, I. C.; Tan, K. T. Chem. Commun. 2014, 50, 11507. doi: 10.1039/C4CC04236K
41. [41]
  Dey, N.; Maji, B.; Bhattacharya, S. Chem.-Asian J. 2018, 13, 664. doi: 10.1002/asia.201701795
42. [42]
  Schluter, F.; Riehemann, K.; Kehr, N. S.; Quici, S.; Daniliuc, C. G.; Rizzo, F. Chem. Commun. 2018, 54, 642. doi: 10.1039/C7CC08761F
43. [43]
  Thomas, S. W.; Joly, G. D.; Swager, T. M. J. Chem. Rev. 2007, 107, 1339. doi: 10.1021/cr0501339
44. [44]
  Anees, P.; Sreejith, S.; Ajayaghosh, A. J. Am. Chem. Soc. 2014, 136, 13233. doi: 10.1021/ja503850b
45. [45]
  Fan, X. P.; He, Q. Y.; Sun, S. G.; Li, H. J.; Pei, Y. X.; Xu, Y. Q. Chem. Commun. 2016, 52, 1178. doi: 10.1039/C5CC08154H
46. [46]
  Yu, Y.; Huang, Y. Y.; Hu, F.; Jin, Y. L.; Zhang, G. X.; Zhang, D. Q.; Zhao, R. Anal. Chem. 2016, 88, 6374. doi: 10.1021/acs.analchem.6b00774
47. [47]
  Gao, T.; Yang, S. Q.; Cao, X. Z.; Dong, J.; Zhao, N.; Ge, P.; Zeng, W. B.; Cheng, Z. Anal. Chem. 2017, 89, 10085. doi: 10.1021/acs.analchem.7b02923
48. [48]
  Fan, J. M.; Zheng, D. M.; Huang, X. Y.; Ding, L. P.; Xin, Y. H.; Fang, Y. Sens. Actuator, B 2018, 263, 336. doi: 10.1016/j.snb.2018.02.132
49. [49]
  Samanta, S.; Halder, S.; Das, G. Anal. Chem. 2018, 90, 7561. doi: 10.1021/acs.analchem.8b01181
50. [50]
  Singh, P.; Mittal, L. S.; Kaur, S.; Kaur, S.; Bhargava, G.; Kumar, S. Sens. Actuator, B 2018, 255, 478. doi: 10.1016/j.snb.2017.08.072
51. [51]
  Liyasova, M. S.; Schopfer, L. M.; Oksana, L. J. B. P. 2010, 79, 784.
52. [52]
  Sun, Q.; Wang, W. S.; Chen, Z. Y.; Yao, Y. H.; Zhang, W. B.; Duan, L. P.; Qian, J. H. Chem. Commun. 2017, 53, 6432. doi: 10.1039/C7CC03587J
53. [53]
  Jin, Q.; Feng, L.; Zhang, S. J.; Wang, D. D.; Wang, F. J.; Zhang, Y.; Cui, J. N.; Guo, W. Z.; Ge, G. B.; Yang, L. Anal. Chem. 2017, 89, 9884. doi: 10.1021/acs.analchem.7b01975
54. [54]
  Ge, G. B.; Feng, L.; Jin, Q.; Wang, Y. R.; Liu, Z. M.; Zhu, X. Y.; Wang, P.; Hou, J.; Cui, J. N.; Yang, L. Anal. Chim. Acta 2017, 989, 71. doi: 10.1016/j.aca.2017.07.048
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