One-pot synthesis of a pentasaccharide with antibiotic activity against Helicobacter pylori.
A pentasaccharide that contains the alpha-1,4-GlcNAc mucin core two-branched O-glycan has been synthesized by a one-pot, two-step glycosylation strategy; this particular carbohydrate motif may provide protection against H. pylonri induced pathologies since the synthetic pentasaccharide inhibits cholesterol alpha-glucosyltransferase (IC50 of 0.47 mM).
Wang
Ping
P
Glycobiology Program, Cancer Research Center, Burnham Institute for Medical Research, La Jolla, CA, 92037, USA.
Lee
Heeseob
H
Fukuda
Minoru
M
Seeberger
Peter H
PH
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002240:Carbohydrate Sequence; D004789:Enzyme Activation / Q000187:drug effects; D005964:Glucosyltransferases / Q000037:antagonists & inhibitors / Q000737:chemistry; D006031:Glycosylation; D016480:Helicobacter pylori / Q000201:enzymology; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D009844:Oligosaccharides; D005964:Glucosyltransferases; C514935:Hp0421 protein, Helicobacter pylori