Synthesis of a Versatile Neuraminic Acid C-Disaccharideas Precursor for the Synthesis of C-Glycoside Analogs of Gangliosides
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Authors
Bazin, H.G.
Du, Y.
Polat, T.
Linhardt, Robert J.
Issue Date
1999
Type
Article
Language
ENG
Keywords
Biology , Chemistry and chemical biology , Chemical and biological engineering , Biomedical engineering
Alternative Title
Abstract
Gangliosides are cell-surface sialic acid containing glycolipids. They are found in high concentration on the surface of central nervous system cells. Gangliosides are believed to play a role in important biological events such as cell growth regulation, cell−cell adhesion, and malignancy. 1-3 GM4 (1, Scheme 1) is structurally the simplest ganglioside and has been isolated as a minor component from brain, rat kidney, mouse erythrocytes, and chicken egg yolk. 4-6 GM4 is an important cell adhesion molecule in cell growth and tissue regeneration and promotes neuron adhesion through its interaction with myelin-associated glycoprotein. 7 GM3 (2, Scheme 1) was first isolated from equine erythrocytes 8 and is known to modulate the epidermal growth factor (EGF) and the platelet-derived growth factor (PDGF) receptors. 9,10 Tumors, such as those involved in brain cancer, overexpress EGF receptor. GM4 and GM3 are also found in high concentration in tumor cells. 11
Description
Journal of Organic Chemistry, 64, 7254-7259
Note : if this item contains full text it may be a preprint, author manuscript, or a Gold OA copy that permits redistribution with a license such as CC BY. The final version is available through the publisher’s platform.
Note : if this item contains full text it may be a preprint, author manuscript, or a Gold OA copy that permits redistribution with a license such as CC BY. The final version is available through the publisher’s platform.
Full Citation
Synthesis of a Versatile Neuraminic Acid C-Disaccharideas Precursor for the Synthesis of C-Glycoside Analogs of GangliosidesH.G. Bazin, Y. Du, T. Polat, R.J. Linhardt, Journal of Organic Chemistry,64,7254-7259, 1999.