The chemoenzymatic synthesis of the core trisaccharide of N-linked oligosaccharides using a recombinant beta-mannosyltransferase.
The chemical synthesis of the beta-mannosyl linkage of N-glycans has presented a great challenge to synthetic carbohydrate chemists. We have therefore investigated the application of beta-mannosyltransferases to the preparative synthesis N-linked core oligosaccharides. In this paper we report the chemoenzymatic synthesis of beta-D-mannopyranosyl-(1-->4)-2-acetamido-2-deoxy-beta-D-glucopyranosyl- (1-->4)-2-acetamido-2-deoxy-alpha-D-glucopyranose on a preparative scale using a phytanyl-linked acceptor in the presence of a recombinant beta-(1-->4)-mannosyltransferase.
Watt
G M
GM
Edinburgh Centre for Protein Technology, Department of Chemistry, University of Edinburgh, UK.
Revers
L
L
Webberley
M C
MC
Wilson
I B
IB
Flitsch
S L
SL
D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000138:chemical synthesis*; D004800:Enzymes, Immobilized / Q000378:metabolism; D004926:Escherichia coli / Q000235:genetics; D005656:Fungal Proteins / Q000235:genetics; D009682:Magnetic Resonance Spectroscopy; D008362:Mannosides / Q000138:chemical synthesis*; D008364:Mannosyltransferases / Q000378:metabolism*; D008969:Molecular Sequence Data; D010831:Phytanic Acid / Q000031:analogs & derivatives / Q000737:chemistry; D011994:Recombinant Proteins / Q000378:metabolism; D014312:Trisaccharides / Q000138:chemical synthesis*
D004187:Disaccharides; D004800:Enzymes, Immobilized; D005656:Fungal Proteins; D008362:Mannosides; D011994:Recombinant Proteins; D014312:Trisaccharides; C113367:mannopyranosyl-(1-4)--2-acetamido-2-deoxyglucopyranose; D010831:Phytanic Acid; C113366:mannopyranosyl-(1-4)-2-acetamido-2-deoxyglucopyranosyl-(1-4)-2-acetamido-2-deoxyglucopyranose; D008364:Mannosyltransferases; C035777:chitobiosyldiphosphodolichol beta-mannosyltransferase