Beilstein J. Org. Chem.2022,18, 1379–1384, doi:10.3762/bjoc.18.142
evaluation against GMD.
Keywords: alginate; chemical probe; enzymatic synthesis; GDP-mannosedehydrogenase; sugar nucleotide; Introduction
The opportunistic Gram-negative pathogen, Pseudomonas aeruginosa (PA), becomes the dominant pathogen in patients suffering from cystic fibrosis (CF) and causes a
, starting from fructose 6-phosphate and its synthesis ultimately arrives at the limiting step in alginate precursor biosynthesis, the action of GDP-mannosedehydrogenase (GMD), which oxidises GDP-mannose 1 to 5 (Figure 1a). GMD oxidation is suggested to have four discrete steps, first oxidising C6 to an
pathogen in these cases is mucoid Pseudomonas aeruginosa. Such infections are characterised by overproduction of the exopolysaccharide alginate. We present herein the design and chemoenzymatic synthesis of sugar nucleotide tools to probe a critical enzyme within alginate biosynthesis, GDP-mannose
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Graphical Abstract
Figure 1:
a) Proposed oxidative pathway for provision of GDP-ManA 5 from GDP-Man 1, C6 stereochemistry of 3 i...