Synthesis of mucin-type O-glycan probes as aminopropyl glycosides.
The chemical synthesis of a series of mucin-type oligosaccharide fragments 1-7 containing an α-linked aminopropyl spacer ready for glycoarray attachment is reported. A highly convergent and stereoselective strategy that employs two different orthogonal protected galactosamine building blocks was used to access all of the targets. A tandem deprotection sequence, that did not require chromatography-based purification between steps, was employed to globally unmask all protecting groups and all final targets were isolated in good to excellent yields.
School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, UK , Tel: (0)1179287654.
David
D
Benito-Alifonso
Rachel A
RA
Jones
Anh-Tuan
AT
Tran
Hannah
H
Woodward
Nichola
N
Smith
M Carmen
MC
Galan
O-glycans; glycosylation; mucin-type oligosaccharides; oligosaccharide synthesis