The automated solid-phase synthesis of oligopeptides and oligonucleotides had an immense impact on biochemical research and has fulfilled the growing demand of the scientific community to study short biopolymers and their biological, biophysical and mechanical characteristics.
Automated solid-phase oligosaccharide synthesis has been developed to provide ready to use complex carbohydrates to the research community1. Many important chemical and technological milestones have been achieved in the process of creating a reliable automated oligosaccharide synthesis system.
The developments in the automated solid-phase synthesis of oligosaccharides emphasize the contribution of adjacent fields such as NMR and flow chemistry to carbohydrate synthesis.
The recent development in the automated synthesis of sialosides,2 arabinofuranosides,3 polymannosides,4 oligoLacNAc and glycopeptides will be presented. The improved automated synthesis platform demonstrates that the next generation of synthesizers overcome many technical and chemical hurdles and simplifies the synthesis of ready to conjugate oligosaccharides5 and glycopeptides.
References:
[1] Plante, O. J.; Palmacci, E. R.; Seeberger, P. H. Science 2001, 291, 1523-1527
[2] Esposito, D.; Hurevich, M.; Castagner, B.; Wang, C. C.; Seeberger, P. H. Beilstein J. Org. Chem. 2012, 8, 1601-1609.
[3] Kandasamy, J.; Hurevich, M.; Seeberger, P. H. Chem. Commun., 2013 (In press) DOI: 10.1039/C3CC00042G
[4] Calin, O.; Eller, S.; Seeberger, P.H. 2013 Angew. Chem Int. Ed, 2013 (accepted)
[5] Krock, L.; Esposito, D.; Castagner, B.; Wang, C. C.; Bindschadler, P.; Seeberger, P. H. Chem. Sci. 2012, 3, 1617-1622.
