Synthesis of fragments of the glycocalyx glycan of the parasite Schistosoma mansoni.
The chemical synthesis of alpha-L-Fucp-(1 --> 3)-beta-D-GalpNAc-(1 --> 4)-beta-D-GlcpNAc-(1 --> 3)-alpha-D-GalpO(CH2)5NH2, beta-D-GalpNAc-(1 --> 4)-[alpha-L-Fucp-(1 --> 3)-]beta-D-GlcpNAc-(1 --> 3)-alpha-D-GalpO(CH2)5NH2, and alpha-L-Fucp-(1 --> 3)-beta-D-GalpNAc-(1 --> 4)-[alpha-L-Fucp-(1 --> 3)-]beta-D-GlcpNAc-(1 --> 3)-alpha-D-GalpO(CH2)5NH2 is described. These structures represent fucosylated oligosaccharide fragments of the glycocalyx glycan of the cercarial stage of the parasite Schistosoma mansoni, and in protein-conjugated form they are potential diagnostics in the search for antibodies raised against the glycan in the serum of infected humans.
Agoston
Károly
K
Institute of Biochemistry, Faculty of Sciences, University of Debrecen, Hungary.
Kerékgyártó
Janos
J
Hajkó
János
J
Batta
Gyula
G
Lefeber
Dirk J
DJ
Kamerling
Johannis P
JP
Vliegenthart
Johannes F G
JF
D000818:Animals; D000913:Antibodies, Protozoan / Q000097:blood; D002384:Catalysis; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D005643:Fucose / Q000031:analogs & derivatives / Q000737:chemistry; D005690:Galactose / Q000031:analogs & derivatives / Q000737:chemistry; D005947:Glucose / Q000031:analogs & derivatives / Q000737:chemistry; D006031:Glycosylation; D006801:Humans; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry*; D011134:Polysaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D012550:Schistosoma mansoni / Q000737:chemistry*; D013055:Spectrophotometry, Infrared
D000913:Antibodies, Protozoan; D009844:Oligosaccharides; D011134:Polysaccharides; D005643:Fucose; D005947:Glucose; D005690:Galactose