Part I: The Large-Scale Synthesis of Hyaluronan Disaccharides Utilizing a Mild Cleavage of 2-Amino-2-Deoxy-D-Glucoside Methoxycarbonyl Derivatives With Methyltrichlorosilane and the Application for the Synthesis of Carbohydrate Polymers. Part II: The Synthesis of Models for Use in Studying the Solution Behavior of Carbohydrates in a Hydrophobic Environment
Werner, Sara Lynn Adamski
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https://hdl.handle.net/2142/84059
Description
Title
Part I: The Large-Scale Synthesis of Hyaluronan Disaccharides Utilizing a Mild Cleavage of 2-Amino-2-Deoxy-D-Glucoside Methoxycarbonyl Derivatives With Methyltrichlorosilane and the Application for the Synthesis of Carbohydrate Polymers. Part II: The Synthesis of Models for Use in Studying the Solution Behavior of Carbohydrates in a Hydrophobic Environment
Author(s)
Werner, Sara Lynn Adamski
Issue Date
2001
Doctoral Committee Chair(s)
Petillo, Peter A.
Department of Study
Chemistry
Discipline
Chemistry
Degree Granting Institution
University of Illinois at Urbana-Champaign
Degree Name
Ph.D.
Degree Level
Dissertation
Keyword(s)
Chemistry, Organic
Language
eng
Abstract
A better understanding of the solution behavior of carbohydrates, specifically the investigation into their hydrophobicity, would allow for a better understanding of the carbohydrate interactions occurring at a cellular level. The syntheses of model compounds incorporating a hydrophobic pyrene scaffold symmetrically tethered to carbohydrate moieties were completed. The carbohydrate moieties integrated a beta-D-glucose functional group coupled to a p-nitrophenyl carbamate with varying alkyl chain lengths and were tethered to a pyrene core through a urea linkage installed to provide water solubility.
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