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Synthesis of Functionalized Amphiphilic Glycoconjugates and Glycoclusters
Author(s) -
Dubber Michael,
Patel Anupama,
Sadalapure Kashinath,
Aumüller Ingo,
Lindhorst Thisbe K.
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600612
Subject(s) - glycoconjugate , chemistry , glycolipid , amphiphile , context (archaeology) , monosaccharide , molecular recognition , combinatorial chemistry , amphiphilic molecule , glycoside , stereochemistry , molecule , organic chemistry , biochemistry , paleontology , copolymer , biology , polymer
Glycolipids are involved in many cellular recognition processes, so there is a need for their synthesis as well as for the design and preparation of glycolipid mimetics. In addition to the application of glycolipid mimetics in a glycobiological context, they are also of interest in many other fields of research, due to their amphiphilic characters. Our goal was to elaborate a series of known orthogonally functionalized glycomimetics and cluster glycosides into glycomimetics of a glycolipid type, so monosaccharide building blocks such as 3 , glycodendrons such as 19 , and branched cluster glycosides of the type 24 were ligated with lipophilic molecules by peptide coupling, this conjugation providing a new class of complex amphiphilic glycoconjugates with high molecular diversity. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)