The structure of a novel neutral lipid A from the lipopolysaccharide of Bradyrhizobium elkanii containing three mannose units in the backbone

Chemistry - A European Journal

Volumn 16, Issue 9, 2010, Pages 2922-2929

  Komaniecka, Iwona ^a   Choma, Adam ^a   Lindner, Buko ^b   Holst, Otto ^b  

^a MARIA CURIE SK ODOWSKA UNIVERSITY   (Poland)

^b RESEARCH CENTER BORSTEL   (Germany)

Author keywords

Bradyrhizobium; Fatty acids; Glycolipids; Structure elucidation

Indexed keywords

2D-NMR SPECTROSCOPY; 3-HYDROXY FATTY ACIDS; 3-HYDROXYBUTYRIC ACID; CARBON ATOMS; CHARGED GROUPS; CHEMICAL COMPOSITION ANALYSIS; CHEMICAL STRUCTURE; ELECTROSPRAYS; FOURIER-TRANSFORM ION CYCLOTRON RESONANCE MASS SPECTROMETRY; FT-ICR MS; GLUCOPYRANOSE; GLUCOSAMINES; GLYCOLIPIDS; GRAM-NEGATIVE BACTERIA; HIGH RESOLUTION MASS SPECTROMETRY; HYDROXY GROUPS; IONISATION; LIPID A; LIPOPOLYSACCHARIDES; LONG-CHAIN FATTY ACIDS; MANNOPYRANOSE; NEUTRAL LIPID; PENTASACCHARIDES; STRUCTURAL DETAILS; STRUCTURE ELUCIDATION; TANDEM MASS SPECTROMETRY; URONIC ACIDS;

AMIDES; BACTERIA; ELECTROSPRAY IONIZATION; FATTY ACIDS; LIPIDS; MASS SPECTROMETERS; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

ACIDS;

LIPID A; LIPOPOLYSACCHARIDE; MANNOSE;

ARTICLE; BRADYRHIZOBIUM; CARBOHYDRATE ANALYSIS; CHEMISTRY; ELECTROSPRAY MASS SPECTROMETRY; ISOLATION AND PURIFICATION; METABOLISM; MOLECULAR GENETICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

BRADYRHIZOBIUM; CARBOHYDRATE SEQUENCE; LIPID A; LIPOPOLYSACCHARIDES; MAGNETIC RESONANCE SPECTROSCOPY; MANNOSE; MOLECULAR SEQUENCE DATA; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

EID: 77149148725     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200902390     Document Type: Article

References (52)

1. L. D. Kuykendall, B. Saxena, T. E. Devine, S. E. Udell, Can. J. Microbiol. 1992, 38, 501-505.
2. Y. F. Zhang, E. T. Wang, C. F. Tian, F. Q. Wang, L. L. Han, W. F. Chen, W. X. Chen, FEMS Microbiol. Lett. 2008, 285, 146-154.
3. E. L. Kannenberg, N. J. Brewin, Trends Microbiol. 1994, 2, 277-283.
4. R. W. Carlson, B. L. Reuhs, L. S. Forsberg, E. L. Kannenberg in Genetics of Bacterial Polysaccharides (Ed.: J. B. Goldberg), CRC Press, Boca Raton, Florida, 1999, pp. 53-90.
5. N. Fraysse, S. Jabbouri, M. Treilhou, F. Couderc, V. Poinsot, Glycobiology 2002, 12, 741-748.
6. U. Albus, R. Baier, O. Holst, A. Pühler, K. Niehaus, New Phytol. 2001, 151, 597-606.
7. R. Mathis, F. Van Gijsegem, R. De Rycke, W. D'Haeze, E. Van Maelsaeke, E. Anthonio, M. Van Montagu, M. Holsters, D. Vereecke, Proc. Natl. Acad. Sci. USA 2005, 102, 2655-2660.
8. H. Menezes, C. Jared, Comp. Biochem. Physiol. Part C 2002, 132, 1-7.
9. U. Zähringer, B. Lindner, E. T. Rietschel in Endotoxin in Health and Disease (Eds.: H. Brade, S. M. Opal, S. N. Vogel, D. C. Morrison), Marcel Dekker, New York, 1999, pp. 93-114.
10. A. Aderem, R. J. Ulevitch, Nature 2000, 406, 782-787.
11. A. Molinaro, O. Holst in Microbial Glycobiology: Structures, Relevance and Applications (Eds.: A. P. Moran, O. Holst, P. J. Brennan, M. von Itzstein), Elsevier, London, 2009, pp. 29-55.
12. V. Vedam, J. G. Haynes, E. L. Kannenberg. , R.W. Carlson, D. J. Sherrier, Mol. Plant-Microbe Interact. 2004, 17, 283-291.
13. K. D. Noel, D. M. Duelli in Prokaryotic nitrogen fixation: a model system of analysis of a biological process (Ed.: E. W. Triplett), Horizon Scientific Press, Wymondham, 2000, pp. 415-431.
14. M. L. Vandenplas, R. W. Carlson, B. S. Jeyaretnam, B. McNeill, M. H. Barton, N. Norton, T. F. Murray, J. N. Moore, J. Biol. Chem. 2002, 277, 41811-41816.
15. T. Urbanik-Sypniewska, A. Choma, J. Kutkowska, T. Kamiñska, M. Kandefer-Szerszeñ, R. Russa, J. Dolecka, Immunobiology 2000, 202, 408-420.
16. U. R. Bhat, R. W. Carlson, M. Busch, H. Mayer, Int. J. Syst. Bacteriol. 1991, 41, 213-217.
17. A. Choma, P. Sowinski, Eur. J. Biochem. 2004, 271, 1310-1322.
18. N. L. S. Que, S. Lin, R. J. Cotter, C. R. H. Raetz, J. Biol. Chem. 2000, 275, 28006-28016.
19. E. T. Rietschel, T. Kirikae, F. U. Schade, A. J. Ulmer, O. Holst, H. Brade, G. Schmidt, U. Mamat, H.-D. Grimmecke, S. Kusumoto, U. Zähringer, Immunobiology 1993, 187, 169-190.
20. A. B. Schromm, K. Brandenburg, H. Loppnow, U. Zähringer, E. T. Rietschel, S. F. Carroll, M. H. Koch, S. Kusumoto, U. Seydel, J. Immunol. 1998, 161, 5464-5471.
21. V. Puvanesarajah, F. M. Schell, D. Gerhold, G. Stacey, J. Bacteriol. 1987, 169, 137-141.
22. H. Mayer, J. H. Krauss, T. Urbanik-Sypniewska, V. Puvanesarajah, G. Stacey, G. Auling, Arch. Microbiol. 1989, 151, 111-116.
23. M. Carrion, U. R. Bhat, B. Reuhs, R. W. Carlson, J. Bacteriol. 1990, 172, 1725-1731.
24. N. L. S. Que, A. A. Ribeiro, C. R. H. Raetz, J. Biol. Chem. 2000, 275, 28017-28027.
25. S. K. Gudlavalleti, L. S. Forsberg, J. Biol. Chem. 2003, 278, 3957-3968.
26. D. Schwudke, M. Linscheid, E. Strauch, B. Appel, U. Zähringer, H. Moll, M. Müller, L. Brecker, S. Gronow, B. Lindner, J. Biol. Chem. 2003, 278, 27502 -27512.
27. O. Holst, D. Borowiak, J. Weckesser, H. Mayer, Eur. J. Biochem. 1983, 137, 325-332.
28. J. Roppel, H. Mayer, J. Weckesser, Carbohydr. Res. 1975, 40, 31-40.
29. R. Russa, T. Urbanik-Sypniewska, K. Lindstrçm, H. Mayer, Arch. Microbiol. 1995, 163, 345-351.
30. A. Yokota, M. Rodriguez, Y. Yamada, K. Imai, D. Borowiak, H. Mayer, Arch. Microbiol. 1987, 149, 106-111.
31. E. Moreno, E. Stackebrandt, M. Dorsch, J. Wolters, M. Busch, H. Mayer, J. Bacteriol. 1990, 172, 3569-3576.
32. A. P. Moran, U. Zähringer, U. Seydel, D. Scholz, P. Stütz, E. T. Rietschel, Eur. J. Biochem. 1991, 198, 459-469.
33. B. Plötz, B. Lindner, K. O. Stetter, O. Holst, J. Biol. Chem. 2000, 275, 11222-11228.
34. U. R. Bhat, L. S. Forsberg, R. W. Carlson, J. Biol. Chem. 1994, 269, 14402-14410.
35. B. Jeyaretnam, J. Glushka, K. Kolli, R. W. Carlson, J. Biol. Chem. 2002, 277, 41802-41810.
36. H.-W. Wollenweber, E. T. Rietschel, J. Microbiol. Methods 1990, 11, 195-211.
37. A. Choma, T. Urbanik-Sypniewska, R. Russa, J. Kutkowska, H. Mayer, Syst. Appl. Microbiol. 2000, 23, 185-190.
38. E. L. Kannenberg, R. W. Carlson, Mol. Microbiol. 2001, 39, 379-391.
39. L. A. Sharypova, K. Niehaus, H. Scheidle, O. Holst, A. Becker, J. Biol. Chem. 2003, 278, 12946-12954.
40. G. P. Ferguson, A. Datta, R. W. Carlson, G. C. Walker, Mol. Microbiol. 2005, 56, 68-80.
41. M. Vincent, A Manual for the Practical Study of Root-Nodule Bacteria: International Biological Programme Handbook, Blackwell, Oxford, 1970.
42. "Bacterial lipopolysaccharide. Extraction with phenol-water and further application of the procedure": O. Westphal, K. Jann in Methods in Carbohydrate Chemistry, Vol. 5 (Ed.: R. L. Whistler), Academic Press, New York, 1965, pp. 83-91.
43. K. G. Johnson, M. B. Perry, Can. J. Microbiol. 1976, 22, 29-34.
44. N. Azzouz, H. Shams-Eldin, R. T. Schwarz, Anal. Biochem. 2005, 343, 152-158.
45. Y. Haishima, O. Holst, H. Brade, Eur. J. Biochem. 1992, 203, 127-134.
46. E. T. Rietschel, H. Gottert, O. Lüderitz, O. Westphal, Eur. J. Biochem. 1972, 28, 166-173.
47. S. Hase, E. T. Rietschel, Eur. J. Biochem. 1976, 63, 101-107.
48. G. J. Gerwig, J. P. Kamerling, J. F. Vliegenthart, Carbohydr. Res. 1978, 62, 349-357.
49. J. Krauss, U. Seydel, J. Weckesser, H. Mayer, Eur. J. Biochem. 1989, 180, 519-526.
50. C. M. Tsai, C. E. Frasch, Anal. Microbiol. 1982, 119, 115-119.
51. A. Kondakova, B. Lindner, Eur. J. Mass Spectrom. 2005, 11, 535-546.
52. B. Domon, C. E. Costello, Glycoconjugate 1988, 5, 397-409.