Reactive & Functional Polymers, Vol.41, No.1, 59-68, 1999
Perspectives of oligosaccharide and glycosphingolipid synthesis on polymer supports
Although oligosaccharides are of prime biological importance, there are severe limitations to their synthesis and to related glycoconjugates synthesis. Chemical synthesis of oligosaccharides on polymer supports was initiated in the early seventies. The recent boost in the application of this methodology is definitely a consequence of the development and introduction of new synthetic methods, including combinatorial synthesis, on polymer supports of oligosaccharides, glycopeptides and glycosphingolipids in acceptable or high yields. Even at its early stages, enzymic oligosaccharide synthesis on polymer supports was very helpful in demonstrating enzyme specificity. The enzymic approach has expanded in recent years because of the availability of enzymes, including cloned ones, and improved polymer supports. Nucleotide sugars are more available and may be regenerated in situ. Moreover, improved, insoluble and soluble, polymer supports allowing for higher saccharide loads and better accessibility, become available for preparative purposes. Higher yields are achieved and advantage is taken of the regio and stereoselectivity of enzymes, to circumvent elaborate and difficult chemical procedures. Advantages of the chemical and the enzymic oligosaccharide synthesis on polymer supports are recognised and the promising combined approach is already in practice.
Keywords:SOLID-PHASE SYNTHESIS;GLYCOGEN-SYNTHASE REACTION;ENZYMIC-SYNTHESIS;ENZYMATIC GLYCOSYLATION;ACCEPTOR POLYMERS;ANALOG;GLUCOSYLTRANSFERASE;GLYCOPEPTIDES;DERIVATIVES;OLIGOMERS