Total Synthesis of Man9GlcNAc2 Glycan as Anti HIV Vaccine Candidate
Date Issued
2010
Date
2010
Author(s)
Ting, Cheng-Yueh
Abstract
HIV-1 (Human Immunodeficiency Virus Type 1) is the causative agent of AIDS.
The HIV-1 envelope is a basic lipid bilayer that contains the gp120 and gp41
glycoprotein. The antibody 2G12 could broadly neutralize HIV by binding to gp120,
and it was able to recognize Manα(1-2)Man structure. Man9GlcNAc2, the high
mannose-type oligosaccharide, is found expressed excessively on gp120. Based on
this information, we should synthesize the high mannose-type oligosaccharide antigen
for anti HIV-1.
Carbohydrates are universal and play an important roles in biological system. For
example, the programmable one-pot carbohydrates synthesis has been developed by
Dr. Wong. However, based on the previous studies, it is difficult to synthesize
high-mannose oligosaccharide via this protocol.
In this thesis, I redesigned some building blocks for Man9GlcNAc2 synthesis We
started from commercially D-mannose and designed the alternative strategies to
overcome synthetic problem and provided the building blocks in high purity and yield.
By using these building blocks, we hope the high-mannose oligosaccharide can be
synthesized and high protective vaccine can be developed in the near future.
Subjects
HIV
AIDS
carbohydrate-based vaccine
Man9GlcNAc2
gp120
2G12
SDGs
Type
thesis
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