Artificial Esterase Based on Self-assembly Gel Microspheres Constructed from Chitosan and Amino Acids

Abstract

A novel artificial esterase based on chitosan and amino acids was synthesized in the present study. The Fmoc-His and Glu were linked to chitosan by active ester method(AEM). The hydroxide radical in chitosan, imidazole group of Fmoc-His and carboxyl from Glu formed a catalytic center of natural esterase. Gel microspheres were coated with a protective layer and a supporting layer by self-assembly construction function in carboxymethylcellulose sodium(CMCS) solution. As for catalytic activity, chitosan-His-Glu was found to be more efficient than chitosan- His and chitosan-Glu in mimicking the core catalytic sites of natural esterase, and the best ratio(mass ratio) of chitosan-His-Glu:CMCS was 1:3. Furthermore, metal ions, such as Ca²⁺, Mg²⁺, Fe²⁺, etc., were able to improve the catalytic efficiency of artificial esterase. And the Lineweaver-Burk plot indicated that the catalytic kinetics of artificial esterase conformed to Michaelis-Menten equation.

Keywords

Artificial enzyme / Esterase / Chitosan

References

[1] Böcking A., Großarth C., Deimling O. V. Histochemistry, 1974, 42: 359.

[2] Hou C. J., Huo D. Q., Yang M., Huang S., Zhang L., Shen C. H. World Journal of Microbiology & Biotechnology, 2012, 28: 541.

[3] Tao Z., Han W. J., Liu Z. P. Microbial Cell Factories, 2009, 8: 67.

[4] Parker M. D., Yoo D., Babiuk L. A. Journal of Virology, 1990, 64: 1625.

[5] Ma B. D., Kong X. D., Yu H. L., Zhang Z. J., Dou S., Xu Y. P., Ni Y., Xu J. H. ACS Catalysis, 2014, 4: 1026.

[6] Vandersteen A. M., Han H., Janda K. D. Molecular Diversity, 1996, 2: 89.

[7] Hammes G. G., Benkovic S. J., Hammesschiffer S. Biochemistry, 2011, 50: 10422.

[8] Dong Z. Y., Zhu J. Y., Luo Q., Liu J. Q. Science China: Chemistry, 2013, 56: 1067.

[9] Derakhshankhah H., Saboury A. A., Divsalar A., Mansouri-Torshizi H., Bamery I., Ajloo D., Moosavi-Movahedi A. A., Hosseinzadeh R., Ganjali M. R., Ilkhani H. Journal of the Iranian Chemical Society, 2014, 11: 1381.

[10] Lv Y. Q., Wang M. F., Qi W., Su R. X., He Z. M. Chem. J. Chinese Universities, 2015, 36(7): 1304.

[11] Rufo C. M., Moroz Y. S., Moroz O. V., Stöhr J., Smith T. A., Hu X., Degrado W. F., Korendovych I. V. Nature Chemistry, 2014, 6: 303.

[12] Zhang C., Xue X., Luo Q., Li Y., Yang K., Zhuang X., Jiang Y., Zhang J., Liu J., Zou G. ACS Nano, 2014, 8: 11715.

[13] Wang Z. G., Wang H., Liu Q., Duan F., Shi X., Ding B. ACS Catalysis, 2018, 8: 7016.

[14] Pokkuluri P. R., Duke N. E., Wood S. J., Cotta M. A., Li X. L., Biely P., Schiffer M. Proteins Structure Function & Bioinformatics, 2011, 79: 2588.

[15] Mascini M., Sergi M., Monti D., Del C. M., Compagnone D. Analytical Chemistry, 2008, 80: 9150.

[16] Lu L., Wei C. Advanced Materials, 2010, 22: 3745.

[17] Li M. Y., Li Y. J., Chen J. J., Lv W., Pan X. W., Liu J., Liu Q. Y., Wei L., Zhang L. R., Yang X. D., Lu J. F., Wang K. Biochemistry, 2007, 46: 11451.

[18] Paletta-Silva R., Vieira-Bernardo R., Cosentino-Gomes D. M.-, Fernandes J. R. Experimental Parasitology, 2012, 131: 63.

[19] Li J. S., Li J. L., Wu T. T. Journal of Fish Biology, 2010, 71: 1788.

[20] Raykova D., Dorovska-Taran V., Blagoev B. Biochimie, 1981, 63: 397.