Wc. Haase et Ph. Seeberger, Recent progress in polymer-supported synthesis of oligosaccharides and carbohydrate libraries, CURR ORG CH, 4(5), 2000, pp. 481-511
Glycobiology is a rapidly evolving field and tackles many phenomena of biom
edical importance. Driven by the need to create more efficient methods for
the synthesis of complex oligosaccharides, the last few years have seen a m
ajor push toward a general approach amenable to solid-phase synthesis. Diff
erent strategies have been explored and a host of glycosylating agents have
been investigated. New linker systems, different solid support materials a
nd a variety of protective groups have been evaluated. The development of o
n-resin analytical techniques such as MAS-NMR have greatly facilitated the
development of new methods for solid-phase oligosaccharide synthesis. These
methodological advances have been demonstrated by preparation of several c
omplex oligosaccharides. As the coupling yields have been improved to 95% a
nd above, the desired products could be obtained in good yield even after s
even glycosylations.
In addition to single target structures, carbohydrates have generated rapid
ly increasing interest with respect to sets of diverse, carbohydrate contai
ning molecules. These efforts are of increasing importance for providing mo
lecular tools to elucidate biological processes.
While much has been achieved to date, the difficulties encountered in the s
olid-phase assembly of oligosaccharides underscore the need for the develop
ments of all facets of carbohydrate chemistry. Given the rapid progress in
the past eight years, it is conceivable that the synthesis of 'simple' olig
osaccharides may soon be automated. Careful investigations into many parame
ters will eventually allow the synthetic chemist to enable even non-special
ists to create important tools for biochemical, biophysical, and medical ap
plications.