Efficient synthesis of lactosaminylated core-2 O-glycans.
A series of lactosaminylated oligosaccharides found in mucin type O-glycans was synthesized using a generalized block strategy. The synthesis involved the addition of a protected lactosamine donor to a partially protected T-disaccharide derivative. The nonreducing galactose residues of the deblocked oligosaccharide products could be removed by beta-galactosidase from jack bean to produce the corresponding GlcNAc terminated compounds. A series of tri- to hexasaccharides was thus efficiently produced.
Misra
A K
AK
The Burnham Institute, 10901 North Torrey Pines Road, La Jolla, CA 92037, USA. anup@chem-biotek.com
Fukuda
M
M
Hindsgaul
O
O
D000606:Amino Sugars / Q000737:chemistry*; D004187:Disaccharides / Q000737:chemistry; D011134:Polysaccharides / Q000138:chemical synthesis* / Q000737:chemistry
D000606:Amino Sugars; D004187:Disaccharides; D011134:Polysaccharides; C032233:lactosamine