Synthesis of a mimic for the heterogeneous surface of core 2 sialoglycan-linked glycoprotein.
[structure: see text] An O-glycosylated peptide carrying two core 2 sialopentasaccharides of different glycoform was synthesized as a model of the heterogeneous surface of mucin glycoprotein. Solid-phase synthesis and the subsequent enzymatic sialylation gave two segments, which were coupled by selective thioester activation to produce the title compound.
Department of Applied Biochemistry, Institute of Glycotechnology, Tokai University, Kitakaname 1117, Hiratsuka, Kanagawa, 259-1292, Japan.
Yutaka
Y
Takano
Hironobu
H
Hojo
Naoya
N
Kojima
Yoshiaki
Y
Nakahara
D015703:Antigens, CD / Q000737:chemistry; D002384:Catalysis; D006023:Glycoproteins / Q000032:analysis / Q000138:chemical synthesis* / Q000737:chemistry*; D006801:Humans; D007202:Indicators and Reagents; D051917:Leukosialin; D018716:Molecular Mimicry; D015394:Molecular Structure; D010446:Peptide Fragments / Q000032:analysis / Q000138:chemical synthesis* / Q000737:chemistry; D012795:Sialoglycoproteins / Q000138:chemical synthesis* / Q000737:chemistry; D012799:Sialyltransferases / Q000378:metabolism
D015703:Antigens, CD; D006023:Glycoproteins; D007202:Indicators and Reagents; D051917:Leukosialin; D010446:Peptide Fragments; C465014:SPN protein, human; D012795:Sialoglycoproteins; D012799:Sialyltransferases