Automated Solid-Phase Synthesis of Oligosaccharides
Obadiah J. Plante,
Emma R. Palmacci,
Peter H. Seeberger*
Traditionally, access to structurally defined complex
carbohydrates has been very laborious. Although recent advancements in
solid-phase synthesis have made the construction of complex oligosaccharides less tedious, a high level of technical
expertise is still necessary to obtain the desired structures. We
describe the automated chemical synthesis of several oligosaccharides
on a solid-phase synthesizer. A branched dodecasaccharide was
synthesized through the use of glycosyl phosphate building blocks and
an octenediol functionalized resin. The target oligosaccharide was
readily obtained after cleavage from the solid support. Access to
certain complex oligosaccharides now has become feasible in a fashion
much like the construction of oligopeptides and oligonucleotides.
Department of Chemistry, Massachusetts Institute of Technology,
Cambridge, MA 02139, USA.
*
To whom correspondence should be addressed. E-mail:
seeberg{at}mit.edu
