Abstract
The synthesis of phenoxyphenyl, phenoxybenzyl, biphenyl, and phenyltriazole substituted sialic acid derivatives as mimics of the tri- and tetrasaccharide epitopes of GQ1balpha is described. These synthetically easily available sialosides show comparable or even enhanced affinity to MAG compared with the natural tri- and tetrasaccharide epitopes and form a new class of potential MAG antagonists.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Carbohydrate Sequence
-
Epitopes / chemistry
-
Epitopes / pharmacology*
-
Gangliosides / chemical synthesis
-
Gangliosides / chemistry
-
Gangliosides / pharmacology*
-
Ligands
-
Models, Molecular
-
Molecular Conformation
-
Molecular Mimicry
-
Molecular Sequence Data
-
Myelin-Associated Glycoprotein / chemistry
-
Myelin-Associated Glycoprotein / drug effects*
-
N-Acetylneuraminic Acid / chemical synthesis
-
N-Acetylneuraminic Acid / chemistry
-
N-Acetylneuraminic Acid / pharmacology*
-
Polysaccharides / chemical synthesis
-
Polysaccharides / chemistry
-
Polysaccharides / pharmacology*
-
Trisaccharides / chemical synthesis
-
Trisaccharides / chemistry
-
Trisaccharides / pharmacology*
Substances
-
Epitopes
-
Gangliosides
-
Ligands
-
Myelin-Associated Glycoprotein
-
Polysaccharides
-
Trisaccharides
-
GQ1balpha ganglioside
-
N-Acetylneuraminic Acid