University of Missouri - Saint Louis

The Graduate School


An oral examination in defense of the dissertation for the degree

Doctor of Philosophy in Chemistry

Sneha C. Ranade
M.S. in Chemistry, August 2009, University of Missouri-St. Louis
M.Sc. in Chemistry, June 2006, University of Mumbai
B.Sc. in Chemistry, June 2004, University of Mumbai

Glycosyl Thiocarbamates As New Building Blocks for Chemical Glycosylation



Having multiple functions in biological systems, e.g. fertilization, blood group determination, growth; carbohydrates have remained attractive subjects for study. They are also involved in various life threatening biological processes, such as viral and bacterial infections, tumor growth etc. Understanding of these involvements/interactions of carbohydrates in such critical processes is essential for the development of carbohydrate based vaccines and therapeutics. Although carbohydrates are present abundantly in nature, their isolation is pretty cumbersome and low yielding, which is why the synthesis of carbohydrate units has been of interest to many scientists. Efforts have been made to make these synthetic methods more and more efficient, with the primary focus on the yield and stereoselectivity of glycosylation reactions.

Over the years, researchers have observed various factors that influence the outcome of the glycosylation reaction, most of which are dependent on the structure of two coupling components of the glycosylation reaction, i.e. glycosyl donor and glycosyl acceptor. This topic also became the basis for this doctoral dissertation work wherein the study has been focused on the development of a new class of glycosyl donors and comparison of their properties with known compounds. The investigation of various leaving groups was conducted with an intention of achieving glycosyl donors with tunable reactivity and studying the effect of structural modifications on the outcome of glycosylation reactions.


Date: November 13, 2012

Time: 10:00 a.m. to 12.00 p.m.

Place: 451 Benton Hall


Defense of Dissertation Committee


Alexei Demchenko, Ph.D.(Advisor)

Rudolf E. K. Winter, Ph.D.
  Keith Stine, Ph.D. Eike Bauer, Ph.D.