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.
Zeitschriftenaufsatz
| Veröffentlicht | Englisch
Download
Es wurden keine Dateien hochgeladen. Nur Publikationsnachweis!
Autor*in
Kaczynski, Zbigniew;
Braun, Sebastian;
Lindner, Buko;
Niehaus, KarstenUniBi;
Holst, Otto
Einrichtung
Abstract / Bemerkung
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.
Stichworte
ESI FT-MS;
NMR spectroscopy;
analysis;
structural;
Xanthomonas campestris pv. campestris;
lipopolysaccharides;
oxidative burst
Erscheinungsjahr
2007
Zeitschriftentitel
Journal of Endotoxin Research
Band
13
Ausgabe
2
Seite(n)
101-108
ISSN
0968-0519
Page URI
https://pub.uni-bielefeld.de/record/1593200
Zitieren
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. https://doi.org/10.1177/0968051907079121
Kaczynski, Zbigniew, Braun, Sebastian, Lindner, Buko, Niehaus, Karsten, and Holst, Otto. 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.
Daten bereitgestellt von European Bioinformatics Institute (EBI)
9 Zitationen in Europe PMC
Daten bereitgestellt von Europe PubMed Central.
The lipopolysaccharide of the crop pathogen Xanthomonas translucens pv. translucens: chemical characterization and determination of signaling events in plant cells.
Steffens T, Duda K, Lindner B, Vorhölter FJ, Bednarz H, Niehaus K, Holst O., Glycobiology 27(3), 2017
PMID: 28177490
Steffens T, Duda K, Lindner B, Vorhölter FJ, Bednarz H, Niehaus K, Holst O., Glycobiology 27(3), 2017
PMID: 28177490
The influence of a modified lipopolysaccharide O-antigen on the biosynthesis of xanthan in Xanthomonas campestris pv. campestris B100.
Steffens T, Vorhölter FJ, Giampà M, Hublik G, Pühler A, Niehaus K., BMC Microbiol 16(), 2016
PMID: 27215401
Steffens T, Vorhölter FJ, Giampà M, Hublik G, Pühler A, Niehaus K., BMC Microbiol 16(), 2016
PMID: 27215401
Chemistry of lipid A: at the heart of innate immunity.
Molinaro A, Holst O, Di Lorenzo F, Callaghan M, Nurisso A, D'Errico G, Zamyatina A, Peri F, Berisio R, Jerala R, Jiménez-Barbero J, Silipo A, Martín-Santamaría S., Chemistry 21(2), 2015
PMID: 25353096
Molinaro A, Holst O, Di Lorenzo F, Callaghan M, Nurisso A, D'Errico G, Zamyatina A, Peri F, Berisio R, Jerala R, Jiménez-Barbero J, Silipo A, Martín-Santamaría S., Chemistry 21(2), 2015
PMID: 25353096
Requirement of the lipopolysaccharide O-chain biosynthesis gene wxocB for type III secretion and virulence of Xanthomonas oryzae pv. Oryzicola.
Wang L, Vinogradov EV, Bogdanove AJ., J Bacteriol 195(9), 2013
PMID: 23435979
Wang L, Vinogradov EV, Bogdanove AJ., J Bacteriol 195(9), 2013
PMID: 23435979
Characterization of a variant of Xanthomonas citri subsp. citri that triggers a host-specific defense response.
Chiesa MA, Siciliano MF, Ornella L, Roeschlin RA, Favaro MA, Delgado NP, Sendín LN, Orce IG, Ploper LD, Vojnov AA, Vacas JG, Filippone MP, Castagnaro AP, Marano MR., Phytopathology 103(6), 2013
PMID: 23268580
Chiesa MA, Siciliano MF, Ornella L, Roeschlin RA, Favaro MA, Delgado NP, Sendín LN, Orce IG, Ploper LD, Vojnov AA, Vacas JG, Filippone MP, Castagnaro AP, Marano MR., Phytopathology 103(6), 2013
PMID: 23268580
Dynamic protein phosphorylation during the growth of Xanthomonas campestris pv. campestris B100 revealed by a gel-based proteomics approach.
Musa YR, Bäsell K, Schatschneider S, Vorhölter FJ, Becher D, Niehaus K., J Biotechnol 167(2), 2013
PMID: 23792782
Musa YR, Bäsell K, Schatschneider S, Vorhölter FJ, Becher D, Niehaus K., J Biotechnol 167(2), 2013
PMID: 23792782
Involvement of bacterial TonB-dependent signaling in the generation of an oligogalacturonide damage-associated molecular pattern from plant cell walls exposed to Xanthomonas campestris pv. campestris pectate lyases.
Vorhölter FJ, Wiggerich HG, Scheidle H, Sidhu VK, Mrozek K, Küster H, Pühler A, Niehaus K., BMC Microbiol 12(), 2012
PMID: 23082751
Vorhölter FJ, Wiggerich HG, Scheidle H, Sidhu VK, Mrozek K, Küster H, Pühler A, Niehaus K., BMC Microbiol 12(), 2012
PMID: 23082751
Glyco-conjugates as elicitors or suppressors of plant innate immunity.
Silipo A, Erbs G, Shinya T, Dow JM, Parrilli M, Lanzetta R, Shibuya N, Newman MA, Molinaro A., Glycobiology 20(4), 2010
PMID: 20018942
Silipo A, Erbs G, Shinya T, Dow JM, Parrilli M, Lanzetta R, Shibuya N, Newman MA, Molinaro A., Glycobiology 20(4), 2010
PMID: 20018942
The structure of the O-specific polysaccharide of the lipopolysaccharide from Pantoea agglomerans strain FL1.
Cimmino A, Marchi G, Surico G, Hanuszkiewicz A, Evidente A, Holst O., Carbohydr Res 343(2), 2008
PMID: 18039532
Cimmino A, Marchi G, Surico G, Hanuszkiewicz A, Evidente A, Holst O., Carbohydr Res 343(2), 2008
PMID: 18039532
23 References
Daten bereitgestellt von Europe PubMed Central.
The Induction and Modulation of Plant Defense Responses by Bacterial Lipopolysaccharides.
Dow M, Newman MA, von Roepenack E., Annu Rev Phytopathol 38(), 2000
PMID: 11701843
Dow M, Newman MA, von Roepenack E., Annu Rev Phytopathol 38(), 2000
PMID: 11701843
Lipopolysaccharide endotoxins.
Raetz CR, Whitfield C., Annu. Rev. Biochem. 71(), 2001
PMID: 12045108
Raetz CR, Whitfield C., Annu. Rev. Biochem. 71(), 2001
PMID: 12045108
Knirel, Biochemistry 59(), 1994
AUTHOR UNKNOWN, 0
AUTHOR UNKNOWN, 0
Holst, Trends Glycosci Glycotechnol 14(), 2002
Molecular structure of lipid A, the endotoxic center of bacterial lipopolysaccharides.
Zahringer U, Lindner B, Rietschel ET., Adv Carbohydr Chem Biochem 50(), 1994
PMID: 7942255
Zahringer U, Lindner B, Rietschel ET., Adv Carbohydr Chem Biochem 50(), 1994
PMID: 7942255
AUTHOR UNKNOWN, 0
The lipopolysaccharides of the phytopathogen Xanthomonas campestris pv. campestris induce an oxidative burst reaction in cell cultures of Nicotiana tabacum.
Meyer A, Puhler A, Niehaus K., Planta 213(2), 2001
PMID: 11469586
Meyer A, Puhler A, Niehaus K., Planta 213(2), 2001
PMID: 11469586
Prior exposure to lipopolysaccharide potentiates expression of plant defenses in response to bacteria.
Newman MA, von Roepenack-Lahaye E, Parr A, Daniels MJ, Dow JM., Plant J. 29(4), 2002
PMID: 11846881
Newman MA, von Roepenack-Lahaye E, Parr A, Daniels MJ, Dow JM., Plant J. 29(4), 2002
PMID: 11846881
Bacterial avirulence proteins as triggers of plant disease resistance.
Van den Ackerveken G, Bonas U., Trends Microbiol. 5(10), 1997
PMID: 9351175
Van den Ackerveken G, Bonas U., Trends Microbiol. 5(10), 1997
PMID: 9351175
The Lipid A substructure of the Sinorhizobium meliloti lipopolysaccharides is sufficient to suppress the oxidative burst in host plants.
Scheidle H, Gross A, Niehaus K., New Phytol. 165(2), 2005
PMID: 15720666
Scheidle H, Gross A, Niehaus K., New Phytol. 165(2), 2005
PMID: 15720666
Characterization of the Xanthomonas campestris pv. campestris lipopolysaccharide substructures essential for elicitation of an oxidative burst in tobacco cells.
Braun SG, Meyer A, Holst O, Puhler A, Niehaus K., Mol. Plant Microbe Interact. 18(7), 2005
PMID: 16042013
Braun SG, Meyer A, Holst O, Puhler A, Niehaus K., Mol. Plant Microbe Interact. 18(7), 2005
PMID: 16042013
The activity of lipid A and core components of bacterial lipopolysaccharides in the prevention of the hypersensitive response in pepper.
Newman MA, Daniels MJ, Dow JM., Mol. Plant Microbe Interact. 10(7), 1997
PMID: 9304863
Newman MA, Daniels MJ, Dow JM., Mol. Plant Microbe Interact. 10(7), 1997
PMID: 9304863
The elicitation of plant innate immunity by lipooligosaccharide of Xanthomonas campestris.
Silipo A, Molinaro A, Sturiale L, Dow JM, Erbs G, Lanzetta R, Newman MA, Parrilli M., J. Biol. Chem. 280(39), 2005
PMID: 16048996
Silipo A, Molinaro A, Sturiale L, Dow JM, Erbs G, Lanzetta R, Newman MA, Parrilli M., J. Biol. Chem. 280(39), 2005
PMID: 16048996
A nuclear magnetic resonance spectroscopic investigation of Kdo-containing oligosaccharides related to the genus-specific epitope of Chlamydia lipopolysaccharides.
Bock K, Thomsen JU, Kosma P, Christian R, Holst O, Brade H., Carbohydr. Res. 229(2), 1992
PMID: 1382853
Bock K, Thomsen JU, Kosma P, Christian R, Holst O, Brade H., Carbohydr. Res. 229(2), 1992
PMID: 1382853
Isolation of D-galacturonic acid 1-phosphate from hydrolysates of cell wall lipopolysaccharide extracted from Xanthomonas campestris.
Volk WA., J. Bacteriol. 95(3), 1968
PMID: 4868363
Volk WA., J. Bacteriol. 95(3), 1968
PMID: 4868363
Westphal, Methods Carbohydr Chem 5(), 1965
AUTHOR UNKNOWN, 0
Lipopolysaccharides possessing two L-glycero-D-manno-heptopyranosyl-alpha -(1-->5)-3-deoxy-D-manno-oct-2-ulopyranosonic acid moieties in the core region. The structure of the core region of the lipopolysaccharides from Burkholderia caryophylli.
Molinaro A, De Castro C, Lanzetta R, Evidente A, Parrilli M, Holst O., J. Biol. Chem. 277(12), 2002
PMID: 11790781
Molinaro A, De Castro C, Lanzetta R, Evidente A, Parrilli M, Holst O., J. Biol. Chem. 277(12), 2002
PMID: 11790781
Determination of the absolute configuration of mono-saccharides in complex carbohydrates by capillary G.L.C.
Gerwig GJ, Kamerling JP, Vliegenthart JF., Carbohydr. Res. 77(), 1979
PMID: 519653
Gerwig GJ, Kamerling JP, Vliegenthart JF., Carbohydr. Res. 77(), 1979
PMID: 519653
Endotoxic activity and chemical structure of lipopolysaccharides from Chlamydia trachomatis serotypes E and L2 and Chlamydophila psittaci 6BC.
Heine H, Muller-Loennies S, Brade L, Lindner B, Brade H., Eur. J. Biochem. 270(3), 2003
PMID: 12542694
Heine H, Muller-Loennies S, Brade L, Lindner B, Brade H., Eur. J. Biochem. 270(3), 2003
PMID: 12542694
Alfalfa and tobacco cells react differently to chitin oligosaccharides and sinorhizobium meliloti nodulation factors
Baier R, Schiene K, Kohring B, Flaschel E, Niehaus K., Planta 210(1), 1999
PMID: 10592044
Baier R, Schiene K, Kohring B, Flaschel E, Niehaus K., Planta 210(1), 1999
PMID: 10592044
Export
Markieren/ Markierung löschen
Markierte Publikationen
Web of Science
Dieser Datensatz im Web of Science®Quellen
PMID: 17621551
PubMed | Europe PMC
Suchen in
Google Scholar