Metabolism of diazirine-modified N-acetylmannosamine analogues to photo-cross-linking sialosides.

ABSTRACT: Terminal sialic acid residues often mediate the interactions of cell surface glycoconjugates. Sialic acid-dependent interactions typically exhibit rapid dissociation rates, precluding the use of traditional biological techniques for complex isolation. To stabilize these transient interactions, we employ a targeted photo-cross-linking approach in which a diazirine photo-cross-linker is incorporated into cell surface sialylated glycoconjugates through the use of metabolic oligosaccharide engineering. We describe three diazirine-modified N-acetylmannosamine (ManNAc) analogues in which the length of the linker between the pyranose ring and the diazirine was varied. These analogues were each metabolized to their respective sialic acid counterparts, which were added to both glycoproteins and gly

SUBMITTER: Bond MR 

PROVIDER: S-EPMC3178686 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature