GL-3702
Compound name(s): α2,3-sialyl-tri-LacNAc, α2,3-sialyl-LacNAc-LacNAc-LacNAc, 3’SLn3 bearing an aminopentanol anomeric linker.
Anomeric linker: 5-amino-1-pentanol
Chemical formula: C58H98N5O39Na
Physical state of bulk product: White, fluffy solid
Molar mass: 1,512.40
Compound information: Extended poly-N-acetyllactosamine (poly-LacNAc) chains are a common feature of highly branched N-glycans, and their elongation is frequently increased on the cell surface in several cancers. Capped with an α2,3-linked sialic acid, this tri-LacNAc structure mimics extended ligands recognized by selectins and siglecs, and also serves as a ligand for galectins, a protein family implicated in immune regulation and cell adhesion. Extended sialylated poly-LacNAc structures have been shown to have increased affinity for certain influenza hemagglutinins compared to their less elongated counterparts. This compound is useful for studying how poly-LacNAc chain length affects binding for these carbohydrate-recognizing proteins.
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QC report for GL-3702
References (links open in a new tab):
1. Nycholat, C.M., McBride, R., Ekiert, D.C., Xu, R., Rangarajan, J., Peng, W., Razi, N., Gilbert, M., Wakarchuk, W., Wilson, I.A. and Paulson, J.C. Recognition of Sialylated Poly-N-acetyllactosamine Chains on N- and O-Linked Glycans by Human and Avian Influenza A Virus Hemagglutinins. Angew. Chem. Int. Ed. 2012, 51, 4860-4863.
2. Stowell S, Arthur C, Mehta P, Slanina K, Blixt O, Leffler H, Smith D, Cummings R. Galectin-1, -2, and -3 Exhibit Differential Recognition of Sialylated Glycans and Blood Group Antigens Journal of Biological Chemistry, 2008, 283, 10109-10123.