Large-scale chemoenzymatic synthesis of blood group and tumor-associated poly-N-acetyllactosamine antigens.
Poly-N-acetyllactosamines (pLNs) are common terminal sugars of many N- and O-linked glycan structures present in glycoproteins and glycolipids. Utilizing various glycosyltransferases, we developed new and efficient chemoenzymatic methods for the synthesis of pLNs in gram-scale. Specifically, the use of sialyltransferases and fucosyltransferases enabled us to synthesize and purify 24 blood group and tumor-associated pLN derivatives with alpha-(2-->3)- and alpha-(2-->6)-linked sialic acid, as well as with alpha-(1-->2)- and alpha-(1-->3)-linked fucose. All synthesized derivatives were linked to a short 2-azidoethyl spacer for further modification.
Vasiliu
Daniela
D
Glycan Array Synthesis Core D, Consortium for Functional Glycomics. The Scripps Research Institute, Department of Molecular Biology, CB 248A 10550 N. Torrey Pines Road, La Jolla, CA 92037, USA.
Razi
Nahid
N
Zhang
Yingning
Y
Jacobsen
Nathan
N
Allin
Kirk
K
Liu
Xiaofei
X
Hoffmann
Julia
J
Bohorov
Ognian
O
Blixt
Ola
O
D000951:Antigens, Neoplasm / Q000096:biosynthesis*; D001789:Blood Group Antigens / Q000096:biosynthesis*; D005647:Fucosyltransferases / Q000378:metabolism; D011134:Polysaccharides / Q000096:biosynthesis / Q000138:chemical synthesis*; D012799:Sialyltransferases / Q000378:metabolism
D000951:Antigens, Neoplasm; D001789:Blood Group Antigens; D011134:Polysaccharides; C037199:poly-N-acetyllactosamine; D005647:Fucosyltransferases; D012799:Sialyltransferases