Synthesis of double C-glycoside analogue of sTn.
A sTn double C-glycoside, sTn analogue 2, was synthesized using samarium chemistry developed in our laboratory. Complications in the oxidation reaction affording aldehyde acceptor were overcome by double protection of amide and the use of a room-temperature ionic liquid as solvent. Studies are underway to conjugate the sTn double C-glycoside hapten 2 to KLH carrier protein for biological evaluation as a vaccine.
Ress
Dino K
DK
Department of Chemistry and Chemical Biology, Rensselaer Polytechnic Institute, Troy, New York 12180, USA.
Baytas
Sultan N
SN
Wang
Qun
Q
Muñoz
Eva M
EM
Tokuzoki
Kazuo
K
Tomiyama
Hiroshi
H
Linhardt
Robert J
RJ
D002236:Carbohydrate Conformation; D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D009438:Neuraminic Acids / Q000737:chemistry; D012794:Sialic Acids; D014001:Tin
D004187:Disaccharides; D006027:Glycosides; D007202:Indicators and Reagents; D009438:Neuraminic Acids; D012794:Sialic Acids; D014001:Tin