The cornerstone of solid phase synthesis is, of course, the solid phase. This is why we supply you with polystyrene resin, raw or loaded with one of several linker molecules. GU certified resins have been checked out on the Glyconeer – and are, in fact, the resins we use ourselves. This way, you can be sure your reaction starts on solid ground.
Merrifield Resin
Chloromethylpolystyrene-divinylbenzene (100-200 mesh) - High quality Merrifield resin tested for usage on the Glyconeer.
3-(4-((Benzyl(5-hydroxypentyl)carbamoyloxy)methyl)phenyl)propionic acid („Lenz” Linker)
This bifunctional linker, when used on polymeric resins allows for the use of most glycosylating agents and most protective groups, except for esters. It is readily cleaved by treatment with strong base to release the glycan including a protected pentylamine linker at the reducing terminus. Literature:Castagner, B.; Kröck, L.; Esposito, D.; Wang, C.-C.; Bindschädler, P.; Seeberger, P.H.; Streamlined Access to Conjugation-Ready Glycans by Automated Synthesis; Chem. Sci. 2012, 3, 1617-1622
Benzyl 5-hydroxy-2-nitrobenzyl(5-hydroxypentyl)carbamate („Photocleavable” Linker)
This linker, when used on polymeric resins allows for the use of a broad range of glycosylating agents and all groups, including esters. It is readily cleaved in a continuous flow photoreactor to release the glycan including a protected pentylamine linker at the reducing terminus. Literature:Eller, S.; Collot, M.; Yin, J.; Hahm, H.-S.; Seeberger, P.H.; Automated Solid-Phase Synthesis of Chondroitin Sulfate Glycosaminoglycans; Angew. Chem. Int. Ed. 2013, 52, 5858-5861.
Polystyrene Resin Loaded with 3-(4-((Benzyl(5-hydroxypentyl)carbamoyloxy)methyl)phenyl)propionic acid („Lenz” Linker)
All remaining reactive sites on the resin are capped. This bifunctional linker, when used on polymeric resins allows for the use of most glycosylating agents and most protective groups, except for esters. It is readily cleaved by treatment with strong base to release the glycan including a protected pentylamine linker at the reducing terminus. Literature:Castagner, B.; Kröck, L.; Esposito, D.; Wang, C.-C.; Bindschädler, P.; Seeberger, P.H.; Streamlined Access to Conjugation-Ready Glycans by Automated Synthesis; Chem. Sci. 2012, 3, 1617-1622
Polystyrene Resin Loaded with Benzyl 5-hydroxy-2-nitrobenzyl(5-hydroxypentyl)carbamate („Photocleavable” Linker)
All remaining reactive sites on the resin are capped. This linker allows for the use of a broad range of glycosylating agents and all groups, including esters. It is readily cleaved in a continuous flow photo reactor to release the glycan including a protected pentylamine linker at the reducing terminus. Literature:Eller, S.; Collot, M.; Yin, J.; Hahm, H.-S.; Seeberger, P.H.; Automated Solid-Phase Synthesis of Chondroitin Sulfate Glycosaminoglycans; Angew. Chem. Int. Ed. 2013, 52, 5858-5861.
