Part I. Cleavage of Carbamates to Isocyanates: Selectivity, Extension to the Solid Support, and Synthesis of Multivalent Glycoforms With Inter-Saccharide Carbamate Linkages. Part II. Conjugation of Carbohydrate Moieties to a Rigid Aromatic Linker for the Study of Glycoside Internal Dynamics

Part II. A synthetic protocol for the synthesis of carbohydrate-linker moieties that will allow conjugation of a saccharide to a protein is reported. This approach was demonstrated in the synthesis of the saccharide-linker moieties of the four glucopyranosyl-beta-D-glucopyranosides. The results show that disaccharides with varying glycosidic linkage positions may be functionalized with the aromatic linker by reduction of the anomeric azide group and acylation. With the completed synthesis of the desired glucopyranosyl glucopyranoside-linker moieties, protein conjugation requires the condensation of these hydrazides with a glyoxamide functionalized protein.

Name thesis:degree_name

Ph.D.

Level thesis:degree_level

Dissertation

Discipline thesis:degree_discipline

Chemistry

Grantor

University of Illinois at Urbana-Champaign

Year dc:date

2015

Author dc:creator

• Chong, Pek Y. Christine

Contributors dc:contributor

• Petillo, Peter A.

• Chemistry, Organic

Language dc:language

eng

Identifier

(MiAaPQ)AAI9989962

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/84477