Synthesis of a Forssman antigen derivative for use in a conjugate vaccine.
The total chemical synthesis of a Forssman antigen analog is described. The pentasaccharide contains a functionalized tether which should facilitate future conjugation with immunogenic proteins. We found that the total synthesis can be efficiently achieved by following a convergent 2+3 strategy, and using N-Troc protected GalNAc thioglycoside as a donor.
Alberta Ingenuity Center for Carbohydrate Science, Department of Chemistry, University of Calgary, Calgary AB, Canada T2N 1N4.
Jianhao
J
Feng
Rachel
R
Hevey
Chang-Chun
CC
Ling
D000107:Acetylation; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D005577:Forssman Antigen / Q000737:chemistry*; D006031:Glycosylation; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis*; D018074:Vaccines, Conjugate / Q000737:chemistry*
D009844:Oligosaccharides; D018074:Vaccines, Conjugate; D005577:Forssman Antigen