Thiosugar nucleotide analogues: synthesis of uridine 5'-(2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-alpha-D-galactopyranosyl diphosphate).
The synthesis of a novel uridine diphosphate galactose (UDP-Gal) analog, (UDP-2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-alpha-D-galactopyranose) (10) is described. Compound 10 contains a sulfur in the place of oxygen at the 4-position of the galactose moiety. Compound 10 represents a protected form of a novel sugar nucleotide analog that can potentially be used during chemoenzymatic synthesis to modify complex oligosaccharides.
Elhalabi
J
J
Department of Medicinal Chemistry, College of Pharmacy, University of Michigan, Ann Arbor, MI 48109-1065, USA.
Rice
K G
KG
D005690:Galactose / Q000737:chemistry*; D005944:Glucosamine / Q000031:analogs & derivatives* / Q000737:chemistry*; D009844:Oligosaccharides / Q000138:chemical synthesis; D009942:Organometallic Compounds / Q000737:chemistry*; D013455:Sulfur / Q000737:chemistry*; D014531:Uridine Diphosphate Galactose / Q000031:analogs & derivatives*
D009844:Oligosaccharides; D009942:Organometallic Compounds; D014531:Uridine Diphosphate Galactose; D013455:Sulfur; D005944:Glucosamine; D005690:Galactose