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Assembly of Metallohelical Triangle Cryptate for Recognition of Glucosamine

  • WU Hong-Mei ,
  • GUO Yu
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  • School of Chemical and Environmental Engineering, Liaoning University of Technology, Jinzhou 121001

Received date: 2011-04-25

  Revised date: 2011-09-20

  Online published: 2012-02-25

Supported by

Project supported by the National Natural Science Foundation of China (No.20801008);Science & Research Project of Liaoning Province Eduction Deparatment (No.L2011105);Teacher Start-up Fund of Science & Research Foundation of Liaoning University of Technology (No.X201116).

Abstract

Metallohelical triangle cryptate MC-1 was assembled by Zn2+ and two tridentate (N2O) ligand H2L1 [N-(3,5-bis((E)-2-(pyridin-2-ylmethylene)hydrazinecarbonyl)phenyl)-5-(dimethylamino)napthalene-1-sulfonamide] with dansyl sulfonamide group and hydrogen bond site. UV-vis and fluorescence spectra, ESI-MS and 1H NMR of MC-1 were measured for recognition of glucosamine and glucose. It was found that MC-1 exhibited good response of UV-vis and fluorescene toward glucosamine, but no response for glucose. Moreover, 1:1 stoichiometric host-guest complexation of MC-1 for glucosamine was confirmed by the titration profile and electrospray ionization mass spectrometry (ESI-MS) spectrum, with an association constant (lgKass) being calculated as 7.23±0.03.

Cite this article

WU Hong-Mei , GUO Yu . Assembly of Metallohelical Triangle Cryptate for Recognition of Glucosamine[J]. Acta Chimica Sinica, 2012 , 70(02) : 195 -199 . DOI: 10.6023/A1104254

References

1 Zhao, S.-F.; Chen, N.-Y.; Guo, X.; Wang, M.-H.; Li, Z.-Y. Chin. J. Org. Chem. 2010, 30, 1898 (in Chinese). (赵胜芳, 陈年友, 郭鑫, 王孟华, 李早英, 有机化学, 2010, 30, 1898.)

2 Fujita, M.; Tominaga, M.; Hori, A.; Therrien, B. Acc. Chem. Res. 2005, 38, 371.

3 Liu, Y.; Tao, Y.-Q.; Cao, Y.-Y.; Liang, J.; Gu, J.-Y.; Shi, X.-F. Acta Chim. Sinica 2002, 60, 1111 (in Chinese). (刘宇, 陶雅秋, 曹炎炎, 梁剑, 顾金英, 施宪法, 化学学 报, 2002, 60, 1111.)

4 Yoshizawa, M.; Tamura, M.; Fujita, M. Science 2006, 31, 251.

5 Pluth, M. D.; Bergman, R. G.; Raymond, K. N. Science 2007, 316, 85.  

6 Klein, E.; Crump, M. P.; Davis, A. P. Angew. Chem., Int. Ed. 2005, 44, 298.  

7 Ferrand, Y.; Crump, M. P.; Davis, A. P. Science 2007, 318, 619.  

8 Cronin, L. Angew. Chem., Int. Ed. 2006, 45, 3576.  

9 Carsten, S. Angew. Chem., Int. Ed. 2007, 46, 5830.  

10 Tashiro, S.; Kobayashi, M.; Fujita, M. J. Am. Chem. Soc. 2006, 128, 9280.  

11 Chen, J.; Wang, X.; Shao, Y.; Zhu, J. H.; Zhu, Y. G.; Li, Y. Z.; Xu, Q.; Guo, Z. J. Inorg. Chem. 2007, 46, 3306.  

12 Mnller, I. M.; Moller, D. Angew. Chem. 2005, 117, 3029.  

13 Hiraoka, S.; Harano, K.; Shiro, M.; Ozawa, Y.; Yasuda, N.; Toriumi, K.; Shionoya, M. Angew. Chem. 2006, 118, 6638.  

14 Argent, S. P.; Adams, H.; Riis-Johannessen, T.; Jeffery, J. C.; Harding, L. P.; Ward, M. D. J. Am. Chem. Soc. 2006, 128, 72.  

15 Wu, H. M.; He, C.; Lin, Z. H.; Liu, Y.; Duan, C. Y. Inorg. Chem. 2009, 48, 408.   

16 Descalzo, A. B.; Rurack, K.; Weisshoff, H. J. Am. Chem. Soc. 2005, 127, 184.  

17 Wu, D. Y.; Xie, L. X.; Zhang, C. L.; Dua, C. Y.; Zhao, Y. G.; Guo, Z. J. Dalton Trans. 2006, 29, 3528.

18 Nolan, E. M.; Jaworski, J.; Okamoto, K.-I.; Hayashi, Y.; Sheng, M.; Lippard, S. J. J. Am. Chem. Soc. 2005, 127, 16812.  
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