Citation: Li Dan, Liang Ling, Tang Yawei, Fu Linna, Xiao Shehua, Yuan Quan. Direct and single-step sensing of primary ovarian cancers related glycosidases[J]. Chinese Chemical Letters, ;2019, 30(5): 1013-1016. doi: 10.1016/j.cclet.2018.12.022 shu

Direct and single-step sensing of primary ovarian cancers related glycosidases

Molecular Science and Biomedicine Laboratory, Institute of Chemical Biology and Nanomedicine, State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China

E-mail address:

Received Date: 16 October 2018
Revised Date: 17 December 2018
Accepted Date: 18 December 2018
Available Online: 19 May 2018

Figures(7)

High sensitive, accurate detection for tumor-associated overexpressed enzyme activity is highly significant for further understanding enzyme function, discovering potential drugs, and early diagnosis and prevention of diseases. In this work, we developed a facile, direct and single-step detection platform for primary ovarian cancers related glycosidase activity based on the inner filter effect (IFE) between glycosidase catalytic product and black phosphorus quantum dots (BPQDs). Highly fluorescent BPQDs were successfully synthesized from bulk black phosphorus by a simple liquid exfoliation method. Under the catalysis of β-galactosidase, p-nitrophenyl-β-D-galactopyranoside (PNPG) was transformed into pnitrophenol (PNP) and β-D-galactopyranoside. Meanwhile, the absorption of catalytic product PNP greatly overlapped with the excitation and emission spectra of fluorescent BPQDs, leading to the fluorescence quenching of BPQDs with a high quenching efficiency. The proposed sensing strategy provided a low detection limit of 0.76 U/L, which was 1-2 orders of magnitude lower than most unmodified sensing platforms. D-Galactal was selected as the inhibitor for β-galactosidase to further assess the feasibility of screening potential inhibitors. The fluorescence recovery of BPQDs suggests that the unmodified sensing platform is feasible to discover potential drugs of β-galactosidase. Our work paves a general way in the detection of glycosidase activity with fluorescent BPQDs, which can be promising for glycosidase-related disease diagnosis and pathophysiology elucidation.
- Black phosphorus quantum dots,
- Fluorescence,
- Sensing,
- β-Galactosidase,
- Inner filter effect
1. [1]
  D.H. Juers, B.W. Matthews, R.E. Huber, Protein Sci. 21(2012) 1792-1807. doi: 10.1002/pro.2165
2. [2]
  T.D. Butters, R.A. Dwek, F.M. Platt, Chem. Rev. 100(2000) 4683-4696. doi: 10.1021/cr990292q
3. [3]
  F. Vella, Biochem. Educ. 24(1996) 65-65.
4. [4]
  D.L. Meany, D.W. Chan, Clin. Proteom. 8(2011) 1-14. doi: 10.1186/1559-0275-8-1
5. [5]
  D. Asanuma, M. Sakabe, M. Kamiya, et al., Nat. Commun. 6(2015) 6463. doi: 10.1038/ncomms7463
6. [6]
  K. Gu, Y. Xu, H. Li, et al., J. Am. Chem. Soc. 138(2016) 5334-5340. doi: 10.1021/jacs.6b01705
7. [7]
  J. Huang, N. Li, Q. Wang, Y. Gu, P. Wang, Sensor. Actuat. B-Chem. 246(2017) 833-839. doi: 10.1016/j.snb.2017.02.158
8. [8]
  W. Wang, K. Vellaisamy, G. Li, et al., Anal. Chem. 89(2017) 11679-11684. doi: 10.1021/acs.analchem.7b03114
9. [9]
  S.K. Chatterjee, M. Bhattacharya, J.J. Barlow, Cancer Res. 39(1979) 1943-1951.
10. [10]
  L. Peng, M. Gao, X. Cai, et al., J. Mater. Chem. B 3(2015) 9168-9172. doi: 10.1039/C5TB01938A
11. [11]
  S. Trifonov, Y. Yamashita, M. Kase, M. Maruyama, T. Sugimoto, Anat. Sci. Int. 91(2016) 56-67. doi: 10.1007/s12565-015-0300-3
12. [12]
  R.K. Gary, S.M. Kindell, Anal. Biochem. 343(2005) 329-334. doi: 10.1016/j.ab.2005.06.003
13. [13]
  D. Maruhn, Clin. Chim. Acta 73(1976) 453-461. doi: 10.1016/0009-8981(76)90147-9
14. [14]
  H.W. Lee, C.H. Heo, D. Sen, et al., Anal. Chem. 86(2014) 10001-10005. doi: 10.1021/ac5031013
15. [15]
  C. Tang, J. Zhou, Z. Qian, et al., J. Mater. Chem. B 5(2017) 1971-1979. doi: 10.1039/C6TB03361J
16. [16]
  M. Kamiya, D. Asanuma, E. Kuranaga, et al., J. Am. Chem. Soc.133(2011) 12960-12963. doi: 10.1021/ja204781t
17. [17]
  Z. Guo, H. Zhang, S. Lu, et al., Adv. Funct. Mater. 25(2015) 6996-7002. doi: 10.1002/adfm.201502902
18. [18]
  H. Liu, Y. Du, Y. Deng, P.D. Ye, Chem. Soc. Rev. 44(2015) 2732-2743. doi: 10.1039/C4CS00257A
19. [19]
  H. Liu, A.T. Neal, Z. Zhu, et al., ACS Nano 8(2014) 4033-4041. doi: 10.1021/nn501226z
20. [20]
  Z. Shen, S. Sun, W. Wang, et al., J. Mater. Chem. A 3(2015) 3285-3288. doi: 10.1039/C4TA06871H
21. [21]
  N. Youngblood, C. Chen, S.J. Koester, M. Li, Nat. Photonics 9(2015) 247. doi: 10.1038/nphoton.2015.23
22. [22]
  S. Liu, S. Lin, P. You, et al., Angew. Chem. Int. Ed. 56(2017) 13717-13721. doi: 10.1002/anie.201707510
23. [23]
  W. Zhao, Z. Xue, J. Wang, et al., ACS Appl. Mater. Interfaces 7(2015) 27608-27612. doi: 10.1021/acsami.5b10734
24. [24]
  X. Zhang, H. Xie, Z. Liu, et al., Angew. Chem. Int. Ed. 54(2015) 3653-3657. doi: 10.1002/anie.201409400
25. [25]
  C. Zhu, F. Xu, L. Zhang, et al., Chem.-Eur. J. 22(2016) 7357-7362. doi: 10.1002/chem.201600719
26. [26]
  L. Li, Y. Yu, G.J. Ye, et al., Nat. Nanotechnol. 9(2014) 372-377. doi: 10.1038/nnano.2014.35
27. [27]
  L. Kou, T. Frauenheim, C. Chen, J. Phys. Chem. Lett. 5(2014) 2675-2681. doi: 10.1021/jz501188k
28. [28]
  Z. Sofer, D. Bousa, J. Luxa, V. Mazanek, M. Pumera, Chem. Commun. 52(2016) 1563-1566. doi: 10.1039/C5CC09150K
29. [29]
  M. Lee, Y.H. Park, E.B. Kang, et al., ACS Omega 2(2017) 7096-7105. doi: 10.1021/acsomega.7b01058
30. [30]
  W. Gu, X. Pei, Y. Cheng, et al., ACS Sens. 2(2017) 576-582. doi: 10.1021/acssensors.7b00102
31. [31]
  Z. Sun, H. Xie, S. Tang, et al., Angew. Chem. 127(2015) 11688-11692. doi: 10.1002/ange.201506154
32. [32]
  A.H. Woomer, T.W. Farnsworth, J. Hu, et al., ACS Nano 9(2015) 8869-8884. doi: 10.1021/acsnano.5b02599
33. [33]
  P. Yasaei, B. Kumar, T. Foroozan, et al., Adv. Mater. 27(2015) 1887-1892. doi: 10.1002/adma.v27.11
34. [34]
  Y.C. Lee, Biochem. Biophys. Res. Commun. 35(1969) 161-167. doi: 10.1016/0006-291X(69)90499-9
35. [35]
  R. Hultgren, N.S. Gingrich, B.E. Warren, J. Chem. Phys. 3(1935) 351-355. doi: 10.1063/1.1749671
36. [36]
  Y. Zhao, H. Wang, H. Huang, et al., Angew. Chem. Int. Ed. 55(2016) 5003-5007. doi: 10.1002/anie.v55.16
37. [37]
  H.U. Lee, S.Y. Park, S.C. Lee, et al., Small 12(2015) 214-219.
38. [38]
  W. Gu, Y. Yan, X. Pei, et al., Sensor. Actuat. B-Chem. 250(2017) 601-607. doi: 10.1016/j.snb.2017.05.017
39. [39]
  M. Zhang, X. Cao, H. Li, et al., Food Chem. 135(2012) 1894-1900. doi: 10.1016/j.foodchem.2012.06.070
1. [1]
  Deshuai Zhen , Chunlin Liu , Qiuhui Deng , Shaoqi Zhang , Ningman Yuan , Le Li , Yu Liu . A review of covalent organic frameworks for metal ion fluorescence sensing. Chinese Chemical Letters, 2024, 35(8): 109249-. doi: 10.1016/j.cclet.2023.109249
2. [2]
  Manman Ou , Yunjian Zhu , Jiahao Liu , Zhaoxuan Liu , Jianjun Wang , Jun Sun , Chuanxiang Qin , Lixing Dai . Polyvinyl alcohol fiber with enhanced strength and modulus and intense cyan fluorescence based on covalently functionalized graphene quantum dots. Chinese Chemical Letters, 2025, 36(2): 110510-. doi: 10.1016/j.cclet.2024.110510
3. [3]
  Ying Xu , Chengying Shen , Hailong Yuan , Wei Wu . Mapping multiple phases in curcumin binary solid dispersions by fluorescence contrasting. Chinese Chemical Letters, 2024, 35(9): 109324-. doi: 10.1016/j.cclet.2023.109324
4. [4]
  Ya-Ping Liu , Zhi-Rong Gui , Zhen-Wen Zhang , Sai-Kang Wang , Wei Lang , Yanzhu Liu , Qian-Yong Cao . A phenylphenthiazide anchored Tb(Ⅲ)-cyclen complex for fluorescent turn-on sensing of ClO⁻. Chinese Chemical Letters, 2025, 36(2): 109769-. doi: 10.1016/j.cclet.2024.109769
5. [5]
  Chao Liu , Chao Jia , Shi-Xian Gan , Qiao-Yan Qi , Guo-Fang Jiang , Xin Zhao . A luminescent one-dimensional covalent organic framework for organic arsenic sensing in water. Chinese Chemical Letters, 2024, 35(11): 109750-. doi: 10.1016/j.cclet.2024.109750
6. [6]
  Junqing Wu , Yiyang Zhang , Qingqing Hong , Hui Yang , Lifeng Zhang , Ming Zhang , Lei Yu . Organometallic modification of silica with europium endowing the fluorescence properties: The key technique for numerical quality monitoring. Chinese Chemical Letters, 2025, 36(4): 110165-. doi: 10.1016/j.cclet.2024.110165
7. [7]
  Meihui Liu , Xinyuan Zhou , Xiao Li , Zhenjie Xue , Tie Wang . Pushing the frontiers: Chip-based detection based on micro- and nano-structures. Chinese Chemical Letters, 2024, 35(4): 108875-. doi: 10.1016/j.cclet.2023.108875
8. [8]
  Kuan Deng , Fei Yang , Zhi-Qi Cheng , Bi-Wen Ren , Hua Liu , Jiao Chen , Meng-Yao She , Le Yu , Xiao-Gang Liu , Hai-Tao Feng , Jian-Li Li . Construction of wavelength-tunable DSE quinoline salt derivatives by regulating the hybridization form of the nitrogen atom and intramolecular torsion angle. Chinese Chemical Letters, 2024, 35(10): 109464-. doi: 10.1016/j.cclet.2023.109464
9. [9]
  Mengfan Zhang , Lingyan Liu , Peng Wei , Wei Feng , Tao Yi . A proximity tagging strategy utilizing an activated aldehyde group as the active site. Chinese Chemical Letters, 2025, 36(4): 110127-. doi: 10.1016/j.cclet.2024.110127
10. [10]
  Ying Wang , Hong Yang , Caixia Zhu , Qing Hong , Xuwen Cao , Kaiyuan Wang , Yuan Xu , Yanfei Shen , Songqin Liu , Yuanjian Zhang . Cascading oxidoreductases-like nanozymes for high selective and sensitive fluorescent detection of ascorbic acid. Chinese Chemical Letters, 2025, 36(4): 110153-. doi: 10.1016/j.cclet.2024.110153
11. [11]
  Ruikui YAN , Xiaoli CHEN , Miao CAI , Jing REN , Huali CUI , Hua YANG , Jijiang WANG . Design, synthesis, and fluorescence sensing performance of highly sensitive and multi-response lanthanide metal-organic frameworks. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 834-848. doi: 10.11862/CJIC.20230301
12. [12]
  Ya-Wen Zhang , Ming-Ming Gan , Li-Ying Sun , Ying-Feng Han . Supramolecular dinuclear silver(I) and gold(I) tetracarbene metallacycles and fluorescence sensing of penicillamine. Chinese Journal of Structural Chemistry, 2024, 43(9): 100356-100356. doi: 10.1016/j.cjsc.2024.100356
13. [13]
  Jing REN , Ruikui YAN , Xiaoli CHEN , Huali CUI , Hua YANG , Jijiang WANG . Synthesis and fluorescence sensing of a highly sensitive and multi-response cadmium coordination polymer. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 574-586. doi: 10.11862/CJIC.20240287
14. [14]
  Xin Chen , Meng Zhao , Yan-Yuan Jia . Stable Eu(III)-based metal-organic framework for fluorescence sensing of benzaldehyde and its analogues. Chinese Journal of Structural Chemistry, 2025, 44(3): 100445-100445. doi: 10.1016/j.cjsc.2024.100445
15. [15]
  Peide Zhu , Yangjia Liu , Yaoyao Tang , Siqi Zhu , Xinyang Liu , Lei Yin , Quan Liu , Zhiqiang Yu , Quan Xu , Dixian Luo , Juncheng Wang . Bi-doped carbon quantum dots functionalized liposomes with fluorescence visualization imaging for tumor diagnosis and treatment. Chinese Chemical Letters, 2024, 35(4): 108689-. doi: 10.1016/j.cclet.2023.108689
16. [16]
  Biao Huang , Tao Tang , Fushou Liu , Shi-Hui Chen , Zhi-Ling Zhang , Mingxi Zhang , Ran Cui . Quantum dots boost large-view NIR-Ⅱ imaging with high fidelity for fluorescence-guided tumor surgery. Chinese Chemical Letters, 2024, 35(12): 109694-. doi: 10.1016/j.cclet.2024.109694
17. [17]
  Zian Fang , Qianqian Wen , Yidi Wang , Hongxia Ouyang , Qi Wang , Qiuping Li . The Test Paper for Metal Ion: A Popular Science Experiment Based on Color Aesthetics. University Chemistry, 2024, 39(5): 108-115. doi: 10.3866/PKU.DXHX202310032
18. [18]
  Quan Zhang , Shunjie Xing , Jingqian Han , Li Feng , Jianchun Li , Zhaosheng Qian , Jin Zhou . Organic pollutant sensing for human health based on carbon dots. Chinese Chemical Letters, 2025, 36(1): 110117-. doi: 10.1016/j.cclet.2024.110117
19. [19]
  Ziyou Zhang , Te Ji , Hongliang Dong , Zhiqiang Chen , Zhi Su . Effect of coordination restriction on pressure-induced fluorescence evolution. Chinese Chemical Letters, 2024, 35(12): 109542-. doi: 10.1016/j.cclet.2024.109542
20. [20]
  YanYuan Jia , Rong Rong , Jie Liu , Jing Guo , GuoYu Jiang , Shuo Guo . Unity is Strength, and Independence Shines: A Science Popularization Experiment on AIE and ACQ Effects. University Chemistry, 2024, 39(9): 349-358. doi: 10.12461/PKU.DXHX202402035

Get Citation

PDF

XML

Metrics

PDF Downloads(4)
Abstract views(701)
HTML views(10)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142