Document Type
Thesis
Date of Degree Completion
1967
Degree Name
Master of Science (MS)
Department
Chemistry
Committee Chair
Robert D. Gaines
Second Committee Member
Wilfred W. Newschwander
Third Committee Member
Wilber V. Johnson
Abstract
A series of phenyl-D-thioglucopyranosides were prepared and characterized in order to determine the absolute specificity of the .B-thioglucosidase and B-glucosidese enzyme systems toward the th1oglucosidic bond. The specificity of B-glucosidase of almond emulsin toward oxygen linkage seems to be absolute, since no hydrolysis was observed by this enzyme system toward the phenyl-D-thioglucopyranosides. The P-th1oglucosidase system was found to hydrolyze only two of the thioglucopyranosides. It was apparent that only where the electron-attracting substituents in the phenyl group were strong enough to greatly weaken the strength of the sulfur linkage, as in the case of the nitro group, would there be any hydrolysis. The lack of hydrolysis prevented application of the Hammett equation in testing the quantitative electronic effects of the substitutents on the rate of bond hydrolysis.
Recommended Citation
Miller, Robert W. Jr., "A Comparative Study of Inductive Influence on the Hydrolysis of Beta-Thioglucopyranosides by Beta-Thioglucosidase and Beta-Glucosidase" (1967). All Master's Theses. 721.
https://digitalcommons.cwu.edu/etd/721
Language
English