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Abstract:We reporto nanovel chemoenzymatic cascade for the synthesis of sulfated N-acetyllactosamine [(3Galb1,4GlcNAcb1,) n ,L acNAc] oligomer structures.S tarting from al inker modified GlcNAc substrate di-and trisaccharides were first synthesized by sequential use of human b4-galactosyltransferase-1(b4GalT-1) and b3-N-acetylglucosaminyltransferase from Helicobacter pylori (b3GlcNAcT). Subsequent regioselective chemical sulfation renderedt he C-6 mono-, di-, and tri-O-sulfated productsi ng ood yields.F urther enzymatic elongationb yb4GalT-1a nd b3GlcNAcT in as equential mode yielded 6-Osulfated LacNAc oligomers up to hexasaccharide length with variable degrees of sulfation. Thesec arbohydrate structures mimic the sulfation pattern found in keratan sulfate and are potential ligands for different classeso fg lycan binding proteins.

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