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

Chong, Pek Y. Christine

Permalink

https://hdl.handle.net/2142/84477 Copy

Description

Title

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

Author(s)

Chong, Pek Y. Christine

Issue Date

2000

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

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.

Graduation Semester

2000

Type of Resource

text

Permalink

http://hdl.handle.net/2142/84477

Owning Collections