Rapid conversion of unprotected galactose analogs to their UDP-derivatives for use in the chemoenzymatic synthesis of unnatural oligosaccharides

Article abstract of DOI:10.1080/07328309808001892

The rapid conversion of D-galactose, its 2-deoxy, 3-deoxy, 4-deoxy and 6-deoxy derivatives and L-arabinose to their UDP-derivatives (2-7) is described. The procedure involves the in situ preparation of the per-O-trimethylsilylated glycopyranosyl iodides and their direct reaction with UDP. All six sugar nucleotides were active as substrates for β(1→4)-galactosyltransferase and were used to enzymatically prepare N-acetyllactosamine (8) and five of its analogs (9-13).

Full text of DOI:10.1080/07328309808001892

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Journal of Carbohydrate Chemistry
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Rapid Conversion of Unprotected
Galactose Analogs to their Udp-
Derivatives For Use in the Chemo-
Enzymatic Synthesis of Unnatural
Oligosaccharides
Taketo Uchiyama a & Ole Hindsgaul a
a Department of Chemistry , University of Alberta , Edmonton, AB,
T6G 2G2, CANADA
Published online: 16 Aug 2006.
To cite this article: Taketo Uchiyama & Ole Hindsgaul (1998) Rapid Conversion of Unprotected
Galactose Analogs to their Udp-Derivatives For Use in the Chemo-Enzymatic Synthesis of
Unnatural Oligosaccharides, Journal of Carbohydrate Chemistry, 17:8, 1181-1190, DOI:
10.1080/07328309808001892
To link to this article: http://dx.doi.org/10.1080/07328309808001892
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