Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Selective Fluorescent Detection of Cysteine over Homocysteine and Glutathione by a Simple and Sensitive Probe

Yan-Fei Kang A B , Hai-Xia Qiao A , Ya-Li Meng A , Zhen-Hui Xin A , Li-Ping Ge A , Ming-Yan Dai A , Zhang He A and Cun-Hui Zhang A
+ Author Affiliations
- Author Affiliations

A College of Laboratory Medicine, Hebei North University, 11 Diamond Street South, Zhangjiakou 075000, Hebei Province, China.

B Corresponding author. Email: kangyanfei172@163.com

Australian Journal of Chemistry 70(8) 952-956 https://doi.org/10.1071/CH17208
Submitted: 16 April 2017  Accepted: 6 June 2017   Published: 27 June 2017

Abstract

A simple fluorescent probe able to selectively and sensitively detect cysteine (Cys) with an excellent dose-dependent relationship between fluorescence intensity and concentration of Cys from 0 to 100 μM has been designed and synthesised.


References

[1]  X. Chen, Y. Zhou, X. Peng, J. Yoon, Chem. Soc. Rev. 2010, 39, 2120.
         | CrossRef | 1:CAS:528:DC%2BC3cXmsFertrg%3D&md5=9ba2b71804afc65677c6a57c1bbd0221CAS | open url image1

[2]  (a) K. G. Reddie, K. S. Carroll, Curr. Opin. Chem. Biol. 2008, 12, 746.
         | CrossRef | 1:CAS:528:DC%2BD1cXhsFajs7zP&md5=ac585bebda4371c543b53a63d0431a21CAS | open url image1
      (b) C. E. Paulsen, K. S. Carroll, Chem. Rev. 2013, 113, 4633.
         | CrossRef | open url image1

[3]  (a) S. Shahrokhian, Anal. Chem. 2001, 73, 5972.
         | CrossRef | 1:CAS:528:DC%2BD3MXotV2nur0%3D&md5=347d2b6beed395adf11ad77c7b118401CAS | open url image1
      (b) H. P. Wu, C. C. Huang, T. L. Cheng, W. L. Tseng, Talanta 2008, 76, 347.
         | CrossRef | open url image1

[4]  (a) H. Refsum, P. M. Ueland, O. Nygard, S. E. Vollset, Annu. Rev. Med. 1998, 49, 31.
         | CrossRef | 1:CAS:528:DyaK1cXhtFKrur8%3D&md5=c249bbb769634b7cefb34a941009fb80CAS | open url image1
      (b) J. G. Klingman, D. W. Choi, Neurology 1989, 39, 397. open url image1
      (c) M. T. Heafield, S. Fearn, G. B. Steventon, R. H. Waring, A. C. Williams, S. G. Sturman, Neurosci. Lett. 1990, 110, 216.
         | CrossRef | open url image1
      (d) B. K. Rani, S. A. John, Biosens. Bioelectron. 2016, 83, 237.
         | CrossRef | open url image1

[5]  (a) L.-Y. Niu, Y.-Z. Chen, H.-R. Zheng, L.-Z. Wu, C.-H. Tung, Q.-Z. Yang, Chem. Soc. Rev. 2015, 44, 6143.
         | CrossRef | 1:CAS:528:DC%2BC2MXpt1OhsLs%3D&md5=94f4182bafce0f7403e62c9d5daed3feCAS | open url image1
      (b) H. S. Jung, X. Chen, J. S. Kim, J. Yoon, Chem. Soc. Rev. 2013, 42, 6019.
         | CrossRef | open url image1
      (c) Y. Zhou, J. Yoon, Chem. Soc. Rev. 2012, 41, 52.
         | CrossRef | open url image1

[6]  (a) N. Sok, M. Nikolantonaki, S. Guyot, T. D. Nguyen, A.-S. Viaux, F. Bagala, Y. Rousselin, F. Husson, R. Gougeon, R. Saurel, Sens. Actuators B 2017, 242, 865.
         | CrossRef | 1:CAS:528:DC%2BC28Xhs1SrtbbN&md5=111712599dcd21a2767cf847a9b5a55fCAS | open url image1
      (b) T. Liu, F. Huo, J. Li, J. Chao, Y. Zhang, C. Yin, Sens. Actuators B 2016, 232, 619.
         | CrossRef | open url image1
      (c) T. Liu, F. Huo, C. Yin, J. Li, J. Chao, Y. Zhang, Dyes Pigm. 2016, 128, 209.
         | CrossRef | open url image1
      (d) Z. Chen, Q. Sun, Y. Yao, X. Fan, W. Zhang, J. Qian, Biosens. Bioelectron. 2017, 91, 553.
         | CrossRef | open url image1

[7]  (a) H. Y. Lee, Y. P. Choi, S. Kim, T. Yoon, Z. Guo, S. Lee, K. M. K. Swamy, G. Kim, J. Y. Lee, I. Shin, J. Yoon, Chem. Commun. 2014, 50, 6967.
         | CrossRef | 1:CAS:528:DC%2BC2cXpt1Ohtr0%3D&md5=430db926c02aa6e6cbc69a3d6dd3f108CAS | open url image1
      (b) C. Chen, W. Liu, C. Xu, W. Liu, Biosens. Bioelectron. 2016, 85, 46.
         | CrossRef | open url image1

[8]  (a) J. Wang, B. Li, W. Zhao, X. Zhang, X. Luo, M. E. Corkins, S. L. Cole, C. Wang, Y. Xiao, X. Bi, Y. Pang, C. A. McElroy, A. J. Bird, Y. Dong, ACS Sens. 2016, 1, 882.
         | CrossRef | 1:CAS:528:DC%2BC28XovFSqu74%3D&md5=50a7414bf778073215e8378ff760e767CAS | open url image1
      (b) C. Y. Kim, H. J. Kang, S. J. Chung, H.-K. Kim, S.-Y. Na, H.-J. Kim, Anal. Chem. 2016, 88, 7178.
         | CrossRef | open url image1
      (c) Z.-H. Fu, X. Han, Y. Shao, J. Fang, Z.-H. Zhang, Y.-W. Wang, Y. Peng, Anal. Chem. 2017, 89, 1937.
         | CrossRef | open url image1
      (d) X. Dai, X. Kong, W. Lin, Dyes Pigm. 2017, 142, 306.
         | CrossRef | open url image1
      (e) Y.-J. Fu, Z. Li, C.-Y. Li, Y.-F. Li, P. Wu, Z.-H. Wen, Dyes Pigm. 2017, 139, 381.
         | CrossRef | open url image1

[9]  (a) Q. Gao, W. Zhang, B. Song, R. Zhang, W. Guo, J. Yuan, Anal. Chem. 2017, 89, 4517.
         | CrossRef | 1:CAS:528:DC%2BC2sXksVyqurw%3D&md5=b6b0f0ece93cbff54dc510b9f73ad46fCAS | open url image1
      (b) C. Yin, W. Zhang, T. Liu, J. Chao, F. Huo, Sens. Actuators B 2017, 246, 988.
         | CrossRef | open url image1
      (c) X. Dai, T. Zhang, J.-Y. Miao, B.-X. Zhao, Sens. Actuators B 2016, 223, 274.
         | CrossRef | open url image1
      (d) W. Zhang, C. Yin, Y. Zhang, J. Chao, F. Huo, Sens. Actuators B 2016, 233, 307.
         | CrossRef | open url image1

[10]  D.-P. Li, J.-F. Zhang, J. Cui, X.-F. Ma, J.-T. Liu, J.-Y. Miao, B.-X. Zhao, Sens. Actuators B 2016, 234, 231.
         | CrossRef | 1:CAS:528:DC%2BC28Xns1ersrw%3D&md5=cb94a4918d9a3a193f7bd2456aaa203cCAS | open url image1

[11]  N. Shao, J. Y. Jin, S. M. Cheung, R. H. Yang, W. H. Chan, T. Mo, Angew. Chem. Int. Ed. 2006, 45, 4944.
         | CrossRef | 1:CAS:528:DC%2BD28XnvVejurc%3D&md5=16f5be46f7944dc8f3bff54a033002d4CAS | open url image1

[12]  (a) L. Long, L. Zhou, L. Wang, S. Meng, A. Gong, F. Du, C. Zhang, Org. Biomol. Chem. 2013, 11, 8214.
         | CrossRef | 1:CAS:528:DC%2BC3sXhslOmsb%2FO&md5=cf7d36351c423a46a58d6a96d2dd3b7eCAS | open url image1
      (b) S. Madhu, R. Gonnade, M. Ravikanth, J. Org. Chem. 2013, 78, 5056.
         | CrossRef | open url image1

[13]  (a) K.-H. Hong, D. I. Kim, H. Kwon, H.-J. Kim, RSC Adv. 2014, 4, 978.
         | CrossRef | 1:CAS:528:DC%2BC3sXhvVGms7rL&md5=b4f2a3c7184654914af4a4d258527cb2CAS | open url image1
      (b) M. Lan, J. Wu, W. Liu, H. Zhang, W. Zhang, X. Zhuang, P. Wang, Sens. Actuators B 2011, 156, 332.
         | CrossRef | open url image1

[14]  (a) X. Ren, F. Wang, J. Lv, T. Wei, W. Zhang, Y. Wang, X. Chem, Dyes Pigm. 2016, 129, 156.
         | CrossRef | 1:CAS:528:DC%2BC28XjslGlurs%3D&md5=ace0dc7323620b651d55c7d0a8e82745CAS | open url image1
      (b) D. P. Murale, H. Kim, W. S. Choi, D. G. Churchill, RSC Adv. 2014, 4, 5289.
         | CrossRef | open url image1
      (c) L. Wang, Q. Zhou, B. Zhu, L. Yan, Z. Ma, B. Du, X. Zhang, Dyes Pigm. 2012, 95, 275.
         | CrossRef | open url image1
      (d) X. Dai, Q.-H. Wu, P.-C. Wang, J. Tian, Y. Xu, S.-Q. Wang, J.-Y. Miao, B.-X. Zhao, Biosens. Bioelectron. 2014, 59, 35.
         | CrossRef | open url image1
      (e) P. Das, A. K. Mandal, G. U. Reddy, M. Baidya, S. K. Ghosh, A. Das, Org. Biomol. Chem. 2013, 11, 6604.
         | CrossRef | open url image1
      (f) S. Q. Wang, Q. H. Wu, H. Y. Wang, X. X. Zheng, S. L. Shen, Y. R. Zhang, J. Y. Miao, B. X. Zhao, Analyst 2013, 138, 7169.
         | CrossRef | open url image1

[15]  X. Liu, J. M. Cole, P. G. Waddell, T.-C. Lin, J. Radia, A. Zeidler, J. Phys. Chem. A 2012, 116, 727.
         | CrossRef | 1:CAS:528:DC%2BC3MXhsFansbnI&md5=3da15887cc4a1a3dbeb0e5b0442dc7acCAS | open url image1

[16]  (a) S. Neelakantan, P. V. Raman, A. Tinabaye, Indian J. Chem. 1982, 21B, 256.
         | 1:CAS:528:DyaL38XksFGltrg%3D&md5=e1d6533019725af93bd99d44464a13f0CAS | open url image1
      (b) L. Xie, Y. Takeuchi, L. M. Cosentino, A. T. McPhail, K.-H. Lee, J. Med. Chem. 2001, 44, 664.
         | CrossRef | open url image1

[17]  (a) D. MacDougall, W. B. Crummett, Anal. Chem. 1980, 52, 2242.
         | CrossRef | 1:CAS:528:DyaL3cXmtFCktbk%3D&md5=3194b02d29ed049b8bbeed18325af874CAS | open url image1
      (b) K.-H. Hong, S.-Y. Lim, M.-Y. Lun, J.-W. Lim, J.-H. Woo, H. Kwon, H.-J. Kim, Tetrahedron Lett. 2013, 54, 3003.
         | CrossRef | open url image1
      (c) Y.-F. Kang, H.-X. Qiao, Y.-L. Meng, S.-J. Cui, Y.-J. Han, Z.-Y. Wu, J. Wu, X.-H. Jia, X.-L. Zhang, M.-Y. Dai, RSC Adv. 2016, 6, 94866.
         | CrossRef | open url image1

[18]  (a) A. A. Musse, J. Wang, G. P. deLeon, G. A. Prentice, E. London, A. R. Merrill, J. Biol. Chem. 2006, 281, 885.
         | CrossRef | 1:CAS:528:DC%2BD28Xit1Squw%3D%3D&md5=c521d5c06e349aae99178e8346a37d06CAS | open url image1
      (b) J. J. Jankowski, D. J. Kieber, K. Mopper, P. J. Neale, Photochem. Photobiol. 2000, 71, 431.
         | CrossRef | open url image1

[19]  R. F. Hussain, A. M. E. Nouri, R. T. D. Oliver, J. Immunol. Methods 1993, 160, 89.
         | CrossRef | 1:STN:280:DyaK3s7psFektA%3D%3D&md5=3a86faa66bfbb2727321076c543bb9b9CAS | open url image1



Rent Article (via Deepdyve) Supplementary MaterialSupplementary Material (478 KB) Export Citation