Synthesis and NMR study of a heptasaccharide, epitope of the stage-specific embryonic antigen-1 (SSEA-1).
This paper describes an efficient synthesis of the beta-2-trimethylsilylethyl glycoside of lacto-N-fucoheptaose based on a highly stereo- and regioselective glycosylation between a Lewis(x) trisaccharidic donor and a tetraol tetrasaccharidic acceptor. The title compound was characterized by high-resolution NMR spectroscopy.
Zhang
Y
Y
Ecole Normale Supérieure, Département de Chimie, UMR 8642, Paris, France.
Dausse
B
B
Sinaÿ
P
P
Afsahi
M
M
Berthault
P
P
Desvaux
H
H
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D000939:Epitopes / Q000737:chemistry*; D006031:Glycosylation; D016256:Lewis X Antigen / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry
D000939:Epitopes; D016256:Lewis X Antigen; D009844:Oligosaccharides; C010478:lacto-N-fucoheptaose