Stereoselective Synthesis of a C-linked Neuraminic Acid Disaccharide: Potential Building Block for the Synthesis of C-Analogs of Polysialic Acids

Authors
Kim, Jin Hwan
Huang, Fei
Ly, Meilisa
Linhardt, Robert J.
ORCID
https://orcid.org/0000-0003-2219-5833
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Issue Date
2008-12-05
Keywords
Biology , Chemistry and chemical biology , Chemical and biological engineering , Biomedical engineering
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Full Citation
Stereoselective Synthesis of a C-linked Neuraminic Acid Disaccharide: Potential Building Block for the Synthesis of C-Analogs of Polysialic Acids, J.-H. Kim, F. Huang, M. Ly, R. J. Linhardt, Journal of Organic Chemistry, 73, 9497–9500, 2008.
Abstract
C-Linked neuraminic acid disaccharide was synthesized in a diastereoselective manner from a sulfone donor and aldehyde acceptor, which was protected as propargyl ether, through a samarium mediated coupling reaction. The resulting disaccharide has acetal and phenyl sulfide functional groups that can be easily converted into aldehyde and phenyl sulfone groups by photolysis and oxidation reactions, to serve as disaccharide acceptor and donor, respectively.
Description
Journal of Organic Chemistry, 73, 9497–9500
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Department
The Linhardt Research Labs.
The Shirley Ann Jackson, Ph.D. Center for Biotechnology and Interdisciplinary Studies (CBIS)
Publisher
American Chemical Society (ACS)
Relationships
The Linhardt Research Labs Online Collection
Rensselaer Polytechnic Institute, Troy, NY
Journal of Organic Chemistry
https://harc.rpi.edu/
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A full text version is available in DSpace@RPI