A theoretical study of glucose mutarotation in aqueous solution

被引：75

作者：

Silva, Alexander M.

da Silva, Edilson C.

da Silva, Clarissa O.

机构：

[1] Univ Fed Rural Rio de Janeiro, Dept Quim, BR-23890000 Seropedica, RJ, Brazil

[2] Univ Fed Rio de Janeiro, Inst Quim, Dept Quim Fis, BR-21949900 Rio De Janeiro, Brazil

来源：

CARBOHYDRATE RESEARCH | 2006年 / 341卷 / 08期

关键词：

glucose mutarotation; rate coefficients; glucose reaction;

D O I：

10.1016/j.carres.2006.02.035

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

In this work the mechanism of glucose mutarotation is investigated in aqueous Solution considering the most likely pathways proposed from experimental work. Two mechanisms are studied. The first involves an intramolecular proton transfer as proposed by textbooks of organic chemistry, and the second uses one solvent water molecule to assist proton transfer. Both mechanisms are studied in the gas phase and in aqueous solution with the help of a polarizable Continuum model, which is adopted to introduce the electrostatic nonspecific influence of bulk solvent. The structures are fully characterized through the calculation of the corresponding vibrational frequencies. The rate coefficients for each mechanism are calculated following transition-state theory in both the gas phase and in aqueous solution. Values computed for the water-assisted pathway in the continuum solvent agree best with the experimental results. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：1029 / 1040

页数：12