» Sign in / Register

Methylcyclopropene-containing Monosaccharides

Methylcyclopropene-containing monosaccharides can be used to attach methylcyclopropene groups to glycoconjugates via metabolic labeling [1-3] followed by subsequent labeling with Tetrazine-containing detection reagents via Cu(I)-free Tetrazine-Cyclopropene Ligation[4].

A number of CLICKable monosaccharides are available for metabolic glycan labeling.

Selected References

[1] Spaete et al. (2014) Expanding the scope of cyclopropene reporters for the detection of metabolically engineered glycoproteins by Diels–Alder reactions. Beilstein J. Org. Chem. 10:2235.
[2] Spaete et al. (2014) Rapid labeling of metabolically engineered cell-surface glycoconjugates with a carbamate-linked cyclopropene reporter. Bioconj. Chem. 25:147.
[3] Patterson et al. (2014) Improved cyclopropene reporters for probing protein glycosylation. Mol. BioSyst. 10:1693.
[4] Patterson et al. (2012) Functionalized cyclopropenes as bioorthogonal chemical reporters. J. Am. Chem. Soc. 134:18643.