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Karunaratne DN, Richards JC, Hancock RE. Characterization of lipid A from Pseudomonas aeruginosa O-antigenic B band lipopolysaccharide by 1D and 2D NMR and mass spectral analysis. Arch Biochem Biophys. 1992;299(2):368-76doi: 10.1016/0003-9861(92)90289-9.
Karunaratne, D. N., Richards, J. C., & Hancock, R. E. (1992). Characterization of lipid A from Pseudomonas aeruginosa O-antigenic B band lipopolysaccharide by 1D and 2D NMR and mass spectral analysis. Archives of biochemistry and biophysics, 299(2), 368-76. https://doi.org/10.1016/0003-9861(92)90289-9
Karunaratne, D N, et al. "Characterization of lipid A from Pseudomonas aeruginosa O-antigenic B band lipopolysaccharide by 1D and 2D NMR and mass spectral analysis." Archives of biochemistry and biophysics vol. 299,2 (1992): 368-76. doi: https://doi.org/10.1016/0003-9861(92)90289-9
Karunaratne DN, Richards JC, Hancock RE. Characterization of lipid A from Pseudomonas aeruginosa O-antigenic B band lipopolysaccharide by 1D and 2D NMR and mass spectral analysis. Arch Biochem Biophys. 1992 Dec;299(2):368-76. doi: 10.1016/0003-9861(92)90289-9. PMID: 1280066.
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Arch Biochem Biophys. 1992 Dec;299(2):368-76. doi: 10.1016/0003-9861(92)90289-9.

Characterization of lipid A from Pseudomonas aeruginosa O-antigenic B band lipopolysaccharide by 1D and 2D NMR and mass spectral analysis.

Archives of biochemistry and biophysics

D N Karunaratne, J C Richards, R E Hancock

Affiliations

  1. Department of Microbiology, University of British Columbia, Vancouver, Canada.

PMID: 1280066 DOI: 10.1016/0003-9861(92)90289-9

Abstract

The Lipid A from the lipopolysaccharide of Pseudomonas aeruginosa was examined by high-field nuclear magnetic resonance spectroscopy (NMR) and mass spectrometry (MS). The backbone structure and the position of phosphate substituents were unambiguously established by one- and two-dimensional 1H, 13C, and 31P NMR techniques on a de-O-acylated Lipid A sample. The Lipid A has a beta-(1,6)-glucosamine disaccharide structure which is substituted by phosphomonoesters through glycosidic bonds at C-1 and at C-4'. The configuration of the glycosidically linked phosphate at position C-1 was identified as alpha which is the same as that of Enterobacterial Lipid A. Chemical analysis revealed that the Lipid A contained 2-hydroxydodecanoic, 3-hydroxydodecanoic, dodecanoic, 3-hydroxydecanoic, and hexadecanoic acids in the approximate molar ratios 2.2:2.0:0.2:0.8:0.4. From 1H NMR and fast atom bombardment (FAB) mass spectrometry on the de-O-acylated Lipid A, it was established that both glucosamine residues were N-acylated by 3-hydroxydodecanoic acid. The identity and positions of the ester bound fatty acids in the intact Lipid A were investigated by negative ion FAB-MS. In addition to the hexaacyl and pentaacyl Lipid A species, a tetraacyl species was identified. Heterogeneity due to hydroxylated and nonhydroxylated dodecanoic acid esters could be uniquely localized to the nonreducing beta-glucosamine residue from the fragmentation pattern observed in the negative ion FAB-MS. The complete structure of the Lipid A from P. aeruginosa will be useful in understanding the determinants responsible for the endotoxin activity of this molecule.

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