The chemoenzymatic synthesis of neoglycolipids and lipid-linked oligosaccharides using glycosyltransferases.
The application of glycosyltransferases to the chemoenzymatic synthesis of neoglycosphingolipids and lipid-linked oligosaccharides allows the regio- and stereoselective formation of glycosidic bonds. In our laboratory galactosyl-, sialyl-, and fucosyltransferases have been used to assemble oligosaccharide headgroups directly on a sphingosine derivative without the need for any protection group strategies, including the Lewisx antigen. In complementary studies on N-linked oligosaccharide biosynthesis, chemically phosphorylated dolichol analogues have been tested as substrates for Dol-P-Man synthetase. Also, the substrate recognition of the core beta-1,4-mannosyltransferase from yeast has been investigated using a range of chitobiose derivatives as potential substrates.
Flitsch
S L
SL
Dyson Perrins Laboratory, Oxford, U.K.
Goodridge
D M
DM
Guilbert
B
B
Revers
L
L
Webberley
M C
MC
Wilson
I B
IB
D002240:Carbohydrate Sequence; D004187:Disaccharides; D005936:Glucans / Q000378:metabolism; D006017:Glycolipids / Q000138:chemical synthesis* / Q000378:metabolism; D006028:Glycosphingolipids / Q000096:biosynthesis; D016695:Glycosyltransferases / Q000378:metabolism*; D008070:Lipopolysaccharides / Q000138:chemical synthesis* / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D008364:Mannosyltransferases / Q000378:metabolism; D008565:Membrane Proteins; D008861:Microsomes / Q000201:enzymology; D008969:Molecular Sequence Data; D012441:Saccharomyces cerevisiae / Q000201:enzymology; D013110:Sphingosine / Q000378:metabolism; D013379:Substrate Specificity
D004187:Disaccharides; D005936:Glucans; D006017:Glycolipids; D006028:Glycosphingolipids; D008070:Lipopolysaccharides; D008565:Membrane Proteins; C023023:lipid-linked oligosaccharides; C032438:chitobiose; D016695:Glycosyltransferases; D008364:Mannosyltransferases; D013110:Sphingosine