Acta Phys. -Chim. Sin. ›› 2013, Vol. 29 ›› Issue (10): 2263-2270.doi: 10.3866/PKU.WHXB201307292

• CATALYSIS AND SURFACE SCIENCE • Previous Articles     Next Articles

Hydrolysis of Methyl-β-D-cellobioside Catalyzed by Functional Micelles with Glutamic Acid under Mild Conditions

LIU Ying, MENG Xiang-Guang, YU Wei-Feng, LI Xiao-Hong, PENG Xiao   

  1. Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China
  • Received:2013-05-13 Revised:2013-07-26 Published:2013-09-26
  • Contact: MENG Xiang-Guang E-mail:mengxgchem@163.com
  • Supported by:

    The project was supported by the National Natural Science Foundation of China (21073126, 21273156).

Abstract:

Asurfactant with long alkyl chains and glutamic acid, Nα-dodecyl-L-glutamic acid, was synthesized. Micelles of this surfactant were used to catalyze the hydrolysis of methyl-β-D-cellobioside (MCB), a model substrate of cellulose, under mild conditions. The results indicate that the functional micelle displayed effective catalytic activity for the hydrolysis of MCB to glucose at low temperature (90℃) and an optimal pH of 5.0. The first-order reaction rate constant (km) of MCB hydrolysis catalyzed by the synthesized micelles was calculated based on the phase separation model of micellar catalysis. The hydrolysis of MCB catalyzed by the cooperative systems of micelles with glutamic acid (Glu) or histidine (His) was also investigated. The addition of amino acids promoted the hydrolysis of MCB, and the maximumcatalytic efficiency was reached at a molar concentration ratio of micelles to amino acids of 1:1. Temperature considerably influenced the reaction rate and product of MCB hydrolysis. The yield of glucose from MCB hydrolysis catalyzed by the cooperative system of micelles with Glu reached more than 36.6%after 1.5 h at 130℃. The kinetics of this reaction was studied; the apparent first-order rate constants (kobsd) were obtained and the activation energy (Ea) calculated for the formation of glucose was 97.18 kJ·mol-1.

Key words: Methyl-β-D-cellobioside, Glutamic acid, Histidine, Micelle, Cellulose, Catalytic hydrolysis

MSC2000: 

  • O643