A modular approach for the synthesis of oligosaccharide mimetics.
To allow modular syntheses of oligosaccharide mimetics, the potentially trifunctional glycoside 7 was synthesized and used as a scaffold for the successive attachment of further monosaccharide derivatives to lead to the di-, tri-, and tetrasaccharide mimetics 11, 13, and 16. This synthetic strategy can also be used to prepare oligovalent neoglycoconjugates, e.g., 18, which contains nine mannosyl units. The applied concept implies numerous options for the synthesis of a wide array of structural variations, biolabeling, or solid-phase synthesis as well as combinatorial approaches.
Patel
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A
Institute of Organic Chemistry, Christiana Albertina University Kiel, Otto-Hahn-Platz 4, D-24111 Kiel, Germany.
Lindhorst
T K
TK
D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D008358:Mannose / Q000737:chemistry; D018716:Molecular Mimicry; D009844:Oligosaccharides / Q000138:chemical synthesis*
D009844:Oligosaccharides; D008358:Mannose