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Many oligosaccharides are not commercially available, which limits studies focused on elucidation of glycan functions; therefore chemo-enzymatic methods to synthesize them can be very useful. Here, we describe the procedure to synthesize the Galα1-3GalNAcβ1-4GlcNAcβ-R (Gal-LDN) moiety, containing the Galα1-3GalNAc epitope found on the parasitic helminth Haemonchus contortus. An acceptor substrate providing a terminal N-acetylglucosamine was prepared by coupling the fluorescent hydrophobic aglycon, 2,6-diaminopyridine (DAP), to N,N'-diacetylchitobiose. By the subsequent action of recombinant Caenorhabditis elegans β1,4-N-acetylgalactosaminyltransferase the substrate was efficiently converted to GalNAcβ1-4GlcNAcβ-R (LDN-R). Since no recombinant α1,3-galactosyltransferase has been described that acts on terminal βGalNAc, we used bovine α1,3-galactosyltransferase to obtain a partial conversion of LDN-R to the Gal-LDN antigen. This method can be applied to synthesize any oligosaccharide, provided that specific glycosyltransferases are available, or related enzymes that can be pushed to elongate the selected acceptor.
Boris Tefsen, and
Irma van Die
November 2003,
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Boris Tefsen, and
Irma van Die
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Boris Tefsen, and
Irma van Die
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Boris Tefsen, and
Irma van Die
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Boris Tefsen, and
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Boris Tefsen, and
Irma van Die
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Boris Tefsen, and
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Boris Tefsen, and
Irma van Die
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Boris Tefsen, and
Irma van Die
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Boris Tefsen, and
Irma van Die
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