Synthesis of glycoconjugates by covalent coupling of O-glycopyranosyl-N-hydroxysuccinimide derivatives of lactose to proteins and lipids and polymerization of their parent acryloyl derivatives into acrylamide polymers.
Glycosides of N-hydroxysuccinimide have been synthesized and the succinimide moieties have been opened by amines to give glycolipids or spacer-glycosides. The latter have been coupled to proteins and, after acryloylation, copolymerized into acrylamide polymers. A 13C-NMR study of the stability of the anomeric O-N-C(O) linkage showed the linkage to be stable under conditions used in most biological experiments.
Andersson
M
M
Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University.
Oscarson
S
S
D000180:Acrylic Resins / Q000138:chemical synthesis*; D004355:Drug Stability; D006001:Glycoconjugates / Q000138:chemical synthesis*; D006017:Glycolipids / Q000138:chemical synthesis; D006023:Glycoproteins / Q000138:chemical synthesis; D006027:Glycosides / Q000138:chemical synthesis*; D007785:Lactose / Q000031:analogs & derivatives* / Q000737:chemistry; D008055:Lipids / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D011506:Proteins / Q000737:chemistry*; D013388:Succinimides / Q000138:chemical synthesis* / Q000737:chemistry*; D000099166:Polyacrylamides
D000180:Acrylic Resins; D006001:Glycoconjugates; D006017:Glycolipids; D006023:Glycoproteins; D006027:Glycosides; D007785:Lactose; D008055:Lipids; D009844:Oligosaccharides; D011506:Proteins; D013388:Succinimides; D000099166:Polyacrylamides; C001426:N-hydroxysuccinimide