Enzymic synthesis of oligosaccharides terminating in the tumor-associated sialyl-Lewis-a determinant.
The isomeric sialyl-Lea-terminating pentasaccharide derivatives, alpha-Neup5Ac-(2----3)-beta-D-Galp-(1----3)-[alpha-L-Fucp-(1 ----4)]-beta- D-GlcpNAc-(1----3)-beta-D-Galp-O(CH2)8COOMe and alpha-Neup5Ac-(2----3)-beta-D-Galp-(1----3)-[alpha-L-Fucp-(1 ----4)]- beta-D-GlcpNAc-(1----6)-beta-D-Galp-O(CH2)8COOMe, have been prepared by the action in sequence of a porcine submaxillary (2----3)-alpha-sialyltransferase and a human-milk (1----3/4)-alpha-fucosyltransferase on the chemically synthesized trisaccharides beta-D-Galp-(1----3)-beta-D-GlcpNAc-(1----3)- and -(1----6)-beta-D-Galp- O(CH2)8COOMe, respectively.
Palcic
M M
MM
Department of Food Science, University of Alberta, Edmonton, Canada.
Venot
A P
AP
Ratcliffe
R M
RM
Hindsgaul
O
O
D000951:Antigens, Neoplasm; D002240:Carbohydrate Sequence; D005647:Fucosyltransferases / Q000378:metabolism; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008895:Milk, Human / Q000201:enzymology; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000378:metabolism; D012799:Sialyltransferases / Q000378:metabolism; D000094663:beta-Galactoside alpha-2,3-Sialyltransferase
D000951:Antigens, Neoplasm; D009844:Oligosaccharides; C058981:sialyl-Le(a) oligosaccharide; D005647:Fucosyltransferases; C019818:3-galactosyl-N-acetylglucosaminide 4-alpha-L-fucosyltransferase; D012799:Sialyltransferases; D000094663:beta-Galactoside alpha-2,3-Sialyltransferase