Abstract
The O-antigen of Proteus mirabilis O38 was found to be unique among bacterial polysaccharides and to have the following structure: AcEtnP|6 → 3)-α-D-GlcpNAc-(1 → 3)-β-D-Quip4N(Ac-D-Asp)-(1 → 6)-α-D-Glcp-(1 → 4)-α-D-GalpA-(1 → where D-Qui4N(Ac-D-Asp) is 4-(N-acetyl-D-aspart-4-ylamino)-4,6-dideoxy-D-glucose and AcEtnP is 2-acetamidoethyl phosphate. Neither of these entities have been hitherto found in natural polysaccharides. Structural studies were performed using 1D and 2D NMR spectroscopy, including experiments run in an H2O/D2O mixture to reveal correlations for NH protons. In addition, dephosphorylation, carboxyl reduction and selective cleavages were applied. Solvolysis of the polysaccharide with anhydrous HF gave an α-D-GlcNAc-(1 → 3)-D-Qui4N(Ac-D-Asp) disaccharide. Solvolysis with trifluoromethanesulfonic (triflic) acid afforded D-GlcNAc6(AcEtnP), thus showing the suitability of this reagent for the preparation of phosphorylated sugar derivatives.
Original language | English |
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Pages (from-to) | 2387-2392 |
Number of pages | 6 |
Journal | Carbohydrate Research |
Volume | 338 |
Issue number | 22 |
DOIs | |
State | Published - 31 Oct 2003 |
Keywords
- Aspartic acid, O-polysaccharide structure
- Classification
- Lipopolysaccharide
- Proteus mirabilis
- Serogroup