Investigation of the chemical structure and biological activity of oligosaccharides isolated from rough-type Xanthomonas campestris pv. campestris B100 lipopolysaccharide

Kaczynski Z, Braun S, Lindner B, Niehaus K, Holst O (2007)
Journal of Endotoxin Research 13(2): 101-108.

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Abstract
The rough-type lipopolysaccharide, (LPS) of the phytopathogenic bacterium Xanthomonas campestris pv. campestris B 100 was isolated utilizing the hot phenol-water method and successively de-acylated by treatment with hydrazine and hot potassium hydroxide. Four compounds were separated by preparative high-performance anion-exchange chromatography and studied by sugar analysis and by ID and 2D homonuclear and heteronuclear H-1-, C-13- and P-31-NMR spectroscopy as well as ESI FT-MS. The two main products were a heptasaccharide and a pentasaccharide of the structures (alpha-D-Manp-(1 -> 3)-alpha-D-Manp-(1 -> 4)-beta-D-Glcp-(1 -> 4)-alpha-D-Manp-3P-(1 -> 5)-alpha-Kdo-(2 -> 6)-beta-D-GlcpN-4P-(1 ->)6)-alpha-D-GlcpN-1P (1) and beta-D-Glcp-(1 -> 4)-(alpha-D-Manp-3P-(1 -> 5)-alpha-Kdo-(2-6)-alpha-D-GlcpN-4P-(1 -> 6)-alpha-D-GlcpN-1P (2), respectively. The products in smaller amounts were a heptasaccharide and pentasaccharide possessing the above structures plus a phosphate group at C-4 of the Kdo residue (compounds 3 and 4). Both, heptasaccharide 1 and pentasaccharide 2 were able to induce an oxidative burst in cell cultures of the non-host plant tobacco.
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Kaczynski Z, Braun S, Lindner B, Niehaus K, Holst O. Investigation of the chemical structure and biological activity of oligosaccharides isolated from rough-type Xanthomonas campestris pv. campestris B100 lipopolysaccharide. Journal of Endotoxin Research. 2007;13(2):101-108.
Kaczynski, Z., Braun, S., Lindner, B., Niehaus, K., & Holst, O. (2007). Investigation of the chemical structure and biological activity of oligosaccharides isolated from rough-type Xanthomonas campestris pv. campestris B100 lipopolysaccharide. Journal of Endotoxin Research, 13(2), 101-108.
Kaczynski, Z., Braun, S., Lindner, B., Niehaus, K., and Holst, O. (2007). Investigation of the chemical structure and biological activity of oligosaccharides isolated from rough-type Xanthomonas campestris pv. campestris B100 lipopolysaccharide. Journal of Endotoxin Research 13, 101-108.
Kaczynski, Z., et al., 2007. Investigation of the chemical structure and biological activity of oligosaccharides isolated from rough-type Xanthomonas campestris pv. campestris B100 lipopolysaccharide. Journal of Endotoxin Research, 13(2), p 101-108.
Z. Kaczynski, et al., “Investigation of the chemical structure and biological activity of oligosaccharides isolated from rough-type Xanthomonas campestris pv. campestris B100 lipopolysaccharide”, Journal of Endotoxin Research, vol. 13, 2007, pp. 101-108.
Kaczynski, Z., Braun, S., Lindner, B., Niehaus, K., Holst, O.: Investigation of the chemical structure and biological activity of oligosaccharides isolated from rough-type Xanthomonas campestris pv. campestris B100 lipopolysaccharide. Journal of Endotoxin Research. 13, 101-108 (2007).
Kaczynski, Zbigniew, Braun, Sebastian, Lindner, Buko, Niehaus, Karsten, and Holst, Otto. “Investigation of the chemical structure and biological activity of oligosaccharides isolated from rough-type Xanthomonas campestris pv. campestris B100 lipopolysaccharide”. Journal of Endotoxin Research 13.2 (2007): 101-108.
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