HR-MAS NMR studies of15N-labeled cells confirm the structure of the O-methyl phosphoramidate CPS modification in Campylobacter jejuni and provide insight into its biosynthesis

Canadian Journal of Chemistry

Volumn 84, Issue 4, 2006, Pages 676-684

  McNally, David J ^a   Lamoureux, Marc ^a   Li, Jianjun ^a   Kelly, John ^a   Brisson, Jean Robert ^a   Szymanski, Christine M ^a   Jarrell, Harold C ^a  

^a NATIONAL RESEARCH COUNCIL CANADA   (Canada)

Author keywords

Campylobacter jejuni; Capsular polysaccharide; HR MAS NMR; Isotope labeling; Phosphoramidate

Indexed keywords

AMINO ACIDS; AMMONIUM COMPOUNDS; BACTERIA; BIOSYNTHESIS; NUCLEAR MAGNETIC RESONANCE; ORGANIC COMPOUNDS;

CAMPYLOBACTER JEJUNI; CAPSULAR POLYSACCHARIDE; HR-MAS NMR; ISOTOPE LABELING; PHOSPHORAMIDATE;

CELLS;

AMINO ACID DERIVATIVE; AMMONIA; DEXTRO GLYCERO ALPHA LEVO GLUCO HEPTOPYRANOSE; GLYCAN; HYDROGEN; NITROGEN 15; O METHYL PHOSPHORAMIDATE; OUTER MEMBRANE PROTEIN; PHOSPHORAMIDIC ACID DERIVATIVE; PYRANOSIDE; UNCLASSIFIED DRUG;

AMINO ACID SYNTHESIS; ARTICLE; BACTERIAL CELL; BIOSYNTHESIS; CAMPYLOBACTER JEJUNI; CHEMICAL STRUCTURE; ISOTOPE LABELING; MASS SPECTROMETRY; NONHUMAN;

EID: 33745929353     PISSN: 00084042     EISSN: None     Source Type: Journal    
DOI: 10.1139/V06-028     Document Type: Article

References (46)

1. J. Kelly, J.R. Brisson, N.M. Young, H.C. Jarrell, and C.M. Szymanski. In Bacterial genomes and infectious diseases. Edited by V.L. Chan, P.M. Sherman, and W. Burke. Humana Press, New Jersey. 2005.
2. B.C. Jacobs, P.H. Rothbarth, F.G. van der Meche, P. Herbrink, P.I. Schmilz, M.A. de Klerk, and P.A. van Doorn. Neurology, 51, 1110 (1998).
3. I.S. Roberts. Annu. Rev. Microbiol. 50, 285 (1996).
4. A.V. Karlyshev, D. Linton, N.A. Gregson, A.J. Lastovica, and B.W. Wren. Mol. Microbiol. 35, 529 (2000).
5. D.J. Bacon, C.M. Szymanski, D.H. Burr, R.P. Silver, R.A. Aim, and P. Guerry. Mol. Microbiol. 40, 769 (2001).
6. A.V. Karlyshev, O.L. Champion, C. Churcher, J.R. Brisson, H.C. Jarrell, M. Gilbert, D. Brochu, F. St. Michael, J. Li, W.W. Wakarchuk, I. Goodhead, M. Sanders, K. Stevens, B. White, J. Parkhill, B.W. Wren, and C.M. Szymanski. Mol. Microbiol. 55, 90 (2005).
7. J. Parkhill, B.W. Wren, K. Mungall, J.M. Ketley, C. Churcher, D. Basham, T. Chillingworth, R.M. Davies, T. Feltwell, S. Holroyd, K. Jagels, A.V. Karlyshev, S. Moule, M.J. Pallen, C.W. Penn, M.A. Quail, M.A. Rajandream, K.M. Rutherford, A.H. van Vliet, S. Whitehead, and B.C. Barrell. Nature, 403, 665 (2000).
8. C.M. Szymanski, F. St. Michael, H.C. Jarrell, J. Li, M. Gilbert, S. Larocque, E. Vinogradov, and J.R. Brisson. J. Biol. Chem. 278, 24509 (2003).
9. D.J. McNally, H.C. Jarrell, J. Li, N.H. Khieu, E. Vinogradov, C.M. Szymanski, and J.R. Brisson. Eur. J. Biochem. 272, 4407 (2005).
10. R.E. Silversmith, J.L. Appleby, and R.B. Bourret. Biochemistry, 36, 14965 (1997).
11. V.L. Robinson and A.M. Stock. Struct. Fold. Des. 7, R47 (1999).
12. V. Deretic, J.H. Leveau, C.D. Mohr, and N.S. Hibler. Mol. Microbiol. 6, 2761 (1992).
13. G.S. Lukat, W.R. McCleary, A.M. Stock, and J.B. Stock. Proc. Natl. Acad. Sci. U.S.A. 89, 718 (1992).
14. M. Welch, K. Oosawa, S. Aizawa, and M. Eisenbach. Proc. Natl. Acad. Sci. U.S.A. 90, 8787 (1993).
15. O. Amster-Choder and A. Wright. J. Bacteriol. 179, 5621 (1997).
16. M.M. McEvoy and F.W. Dahlquist. Curr. Opin. Struct. Biol. 7, 793 (1997).
17. T.L. Mayover, C.J. Halkides, and R.C. Stewart. Biochemistry, 38, 2259 (1999).
18. J.A. Hoch. Curr. Opin. Microbiol. 3, 165 (2000).
19. C.D. Carrillo, E. Taboada, J.H. Nash, P. Lanthier, J. Kelly, P.C. Lau, R. Verhulp, O. Mykytczuk, J. Sy, W.A. Findlay, K. Amoako, S. Gomis, P. Willson, J.W. Austin, A. Potter, L. Babiuk, B. Allan, and C.M. Szymanski. J. Biol. Chem. 279, 20327 (2004).
20. A.V. Karlyshev, D. Linton, N.A. Gregson, and B.W. Wren. Microbiology, 148, 473 (2002).
21. S. Meiboom and D. Gill. Rev. Sci. Instrum.. 29, 688 (1958).
22. J. Li, Z. Wang, and E. Altman. Rapid Commun. Mass Spectrom. 19, 1305 (2005).
23. N.M. Young, J.R. Brisson, J. Kelly, D.C. Watson, L. Tessier, P.H. Lanthier, H.C. Jarrell, N. Cadotte, F. St. Michael, E. Aberg, and C.M. Szymanski. J. Biol. Chem. 277, 42530 (2002).
24. T. Viljanen, K.D. Klika, F. Fulop, and K. Pihlaja. J. Chem. Soc. Perkin Trans. 2, 6, 1479 (1998).
25. J.R. van Wazer, C.F. Callis, J.N. Shoolery, and R.C. Jones. J. Am. Chem. Soc. 78, 5715 (1956).
26. M.L. Nielsen, J.V. Pustinger, and J. Strobel. J. Chem. Eng. Data, 9, 167 (1964).
27. J.I. Guijarro, J.E. Gonzalez-Pastor, F. Baleux, J.L. San Millan, M.A. Castilla, M. Rico, F. Moreno, and M. Delepierre. J. Biol. Chem. 270, 23520 (1995).
28. H. Koskela, I. Kilpelainen, and S. Heikkinen. J. Magn. Reson. 164, 228 (2003).
29. B. Luy and J.P. Marino. J. Am. Chem. Soc. 123, 11306 (2001).
30. F. St. Michael, C.M. Szymanski, J. Li, K.H. Chan, N.H. Khieu, S. Larocque, W.W. Wakarchuk, J.R. Brisson, and M.A. Monteiro. Eur. J. Biochem. 269, 5119 (2002).
31. M. Veron, A. Lenvoise-Furet, and P. Beaune. Curr. Microbiol. 6, 349 (1981).
32. G.A. Hebert, D.G. Hollis, R.E. Weaver, M.A. Lambert, M.J. Blaser, and C.W. Moss. J. Clin. Microbiol. 15, 1065 (1982).
33. P.S. Hoffman and T.G. Goodman. J. Bacteriol. 150, 319 (1982).
34. G.K. Morris, M.R. El Sherbeeny, C.M. Patton, H. Kodaka, G.L. Lombard, P. Edmonds, D.G. Hollis, and D.J. Brenner. J. Clin. Microbiol. 22, 714 (1985).
35. Z. Elharrif and F. Megraud. Curr. Microbiol. 22, 714 (1986).
36. M.A. Karmali, M. Roscoe, and P.C. Fleming. J. Clin. Microbiol. 23, 743 (1986).
37. H.N. Westfall, D.M. Rollins, and E. Weiss. Appl. Environ. Microbiol. 52, 700 (1986).
38. P.A. Chalk, A.D. Roberts, and W.M. Blows. Microbiology, 140, 2085 (1994).
39. T.E. Kearney, M.J. Larkin, and P.N. Levett. Appl. Environ. Microbiol. 60, 3647 (1994).
40. J.M. Ketley. Microbiology, 143, 5 (1997).
41. S. Leach, P. Harvey, and R. Wali. J. Appl. Microbiol. 82, 631 (1997).
42. M.A. Smith, G.L. Mendz, M.A. Jorgensen, and S.L. Hazell. Int. J. Biochem. Cell Biol. 31, 961 (1999).
43. M.J. Sellars, S.J. Hall, and D.J. Kelly. J. Bacteriol. 184, 4187 (2002).
44. J. Velayudhan and D.J. Kelly. Microbiology, 148, 685 (2002).
45. K.A. Mohammed, R.J. Miles, and M.A. Halablab. Lett. Appl. Microbiol. 39, 261 (2004).
46. J. Velayudhan, M.A. Jones, P.A. Barrow, and D.J. Kelly. Infect. Immun. 72, 260 (2004).