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

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.