Characterization of lipid A in Cronobacter sakazakii

European Journal of Mass Spectrometry

Volumn 16, Issue 4, 2010, Pages 531-538

  Zhang, Chan ^a   Li, Yanyan ^a   Tao, Guanjun ^a   Li, Ye ^a   Wang, Xiaoyuan ^a  

^a JIANGNAN UNIVERSITY   (China)

Author keywords

Cronobacter sakazakii; ESI MS MS; Lipid A; Lipopolysaccharide

Indexed keywords

THIN LAYER CHROMATOGRAPHY;

ANION EXCHANGE CHROMATOGRAPHY; CRONOBACTER SAKAZAKII; DEAE CELLULOSE; ESI/MS/MS; FOOD-BORNE PATHOGENS; LIPID A; LIPOPOLYSACCHARIDES; MILD ACID HYDROLYSIS;

ELECTROSPRAY IONIZATION;

LIPID A;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; ELECTROSPRAY MASS SPECTROMETRY; ENTEROBACTER SAKAZAKII; FOOD CONTAMINATION; ION EXCHANGE CHROMATOGRAPHY; METABOLISM; METHODOLOGY; SAFETY; THIN LAYER CHROMATOGRAPHY;

CHROMATOGRAPHY, ION EXCHANGE; CHROMATOGRAPHY, THIN LAYER; CONSUMER PRODUCT SAFETY; ENTEROBACTER SAKAZAKII; FOOD CONTAMINATION; LIPID A; MOLECULAR STRUCTURE; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

EID: 77956624336     PISSN: 14690667     EISSN: None     Source Type: Journal    
DOI: 10.1255/ejms.1074     Document Type: Article

References (46)

1. H. Brade, S.M. Opal, S.N. Vogel and D.C. Morrison (Eds), Endotoxins in Health and Disease. Marcel Dekker, New York, USA, p. 950 (1999).
2. C C.R.H. Raetz and C. Whitfield, "Lipopolysaccharide endotoxins", Annu. Rev. Biochem. 71, 635-700 (2002). doi: 10.1146/annurev.biochem.71.110601.135414 (Pubitemid 34800232)
3. A. Poltorak, X. He, I. Smirnova, M.Y. Liu, C.V. Huffel, X. Du, D. Birdwell, E. Alejos, M. Silva, C. Galanos, M. Freudenberg, P. Ricciardi-Castagnoli, B. Layton and B. Beutler, "Defective LPS signaling in C3H / HeJ and C57BL/10ScCr mice: mutations in Tlr4 gene", Science 282, 2085-2088 (1998). doi: 10.1126/science.282.5396.2085 (Pubitemid 29001265)
4. S. Akira and K. Takeda, "Toll-like receptor signalling", Nat. Rev. Immunol. 4, 499-511 (2004). doi: 10.1038/nri1391
5. S.I. Miller, R.K. Ernst and M.W. Bader, "LPS, TLR4 and infectious disease diversity", Nat. Rev. Microbiol. 3, 36-46 (2005). doi: 10.1038/nrmicro1068 (Pubitemid 40028467)
6. G. Biering, S. Karlsson, N.C. Clark, K.E. Jonsdottir, P. Ludvigsson and O. Steingrimsson, "Three cases of neonatal meningitis caused by Enterobacter sakazakii in powdered milk", J. Clin. Microbiol. 27, 2054-2056 (1989).
7. E. Weir, "Powdered infant formula and fatal infection with Enterobacter", Can. Med. Assoc. J. 166, 1570 (2002).
8. F F.J. Pagotto, M. Nazarowec-White, S. Bidawid and J.M. Farber, "Enterobacter sakazakii infectivity and enterotoxin production in vitro and in vivo", J. Food Prot. 66, 370-375 (2003).
9. J.P. Mange, R. Stephan, N. Borel, P. Wild, K.S. Kim, A. Pospischil and A. Lehner, "Adhesive properties of Enterobacter sakazakii to human epithelial and brain microvascular endothelial cells", BMC Microbiol. 6, 58 (2006). doi: 10.1186/1471-2180-6-58 (Pubitemid 44166091)
10. A.B. Bowen and C.R. Braden, "Invasive Enterobacter sakazakii disease in infants", Emerg. Infect. Dis. 12, 1185-1189 (2006).
11. N.R. Mullane, C. Iversen, B. Healy, C. Walsh, P. Whyte, P.G. Wall, T. Quinn and S. Fanning, "Enterobacter sakazakii: an emerging bacterial pathogen with implications for infant health", Minerva Pediatr. 59, 137-148 (2007). doi: 10.1089/sur.2008.006
12. C C. Iversen, M. Lane and S.J. Forsythe, "The growth profile, thermotolerance and biofilm formation of Enterobacter sakazakii grown in infant formula milk", Lett. Appl. Microbiol. 38, 378-382 (2004). doi: 10.1111/j.1472-765X.2004.01507.x (Pubitemid 38534802)
13. R R.M. Donlan and J.W. Costerton, "Biofilms: survival mechanisms of clinically relevant microorganisms", Clin. Microbiol. Rev. 15, 167-193 (2002). doi: 10.1128/CMR.15.2.167-193.2002 (Pubitemid 34303762)
14. N. Kido, M. Ohta and N. Kato, "Detection of lipopolysaccharides by ethidium bromide staining after sodium dodecyl sulfate-polyacrylamide gel electrophoresis", J. Bacteriol. 172, 1145-1147 (1990).
15. C C.M. Tsai and C.E. Frasch, "A sensitive silver stain for detecting lipopolysaccharides in polyacrylamide gels", Anal. Biochem. 119, 115-119 (1982). doi: 10.1016/0003-2697(82)90673-X (Pubitemid 12142846)
16. E.G. Bligh and W.J. Dyer, "A rapid method of total lipid extraction and purification", Can. J. Biochem. Physiol. 37, 911-917 (1959). doi: 10.1139/y59-099
17. 3 in Escherichia coli K12. Detection of 4-amino-4-deoxy-l-arabinose, phosphoethanolamine and palmitate", J. Biol. Chem. 274, 18503-18514 (1999). doi: 10.1074/jbc.274.26.18503 (Pubitemid 29293844)
18. A. Silipo, R. Lanzetta, A. Amoresano, M. Parrilli and A. Molinaro, "Ammonium hydroxide hydrolysis: a valuable support in the MALDI-TOFTOFTOF mass spectrometry analysis of lipid A fatty acid distribution", J. Lipid Res. 43, 2188-2195 (2002). doi: 10.1194/jlr.D200021-JLR200
19. N. Mullane, P. O'Gaora, J.E. Nally, C. Iversen, P. Whyte, P.G. Wall and S. Fanning, "Molecular analysis of the Enterobacter sakazakii O-antigen gene locus", Appl. Environ. Microbiol. 74, 3783-3794 (2008). doi: 10.1128/AEM.02302-07 (Pubitemid 351874910)
20. L.L. MacLean, F. Pagotto, J.M. Farber and M.B. Perry, "The structure of the O-antigen in the endotoxin of the emerging food pathogen Cronobacter (Enterobacter) muytjensii strain 3270", Carbohydr. Res. 344, 667-671 (2009). doi: 10.1016/j.carres.2009.01.020
21. L.L. MacLean, F. Pagotto, J.M. Farber and M.B. Perry, "Structure of the antigenic repeating pentasaccharide unit of the LPS O-polysaccharide of Cronobacter sakazakii implicated in the Tennessee outbreak", Biochem. Cell Biol. 87, 459-465 (2009). doi: 10.1139/O09-004
22. M.S. Trent, "Biosynthesis, transport, and modification of lipid A", Biochem. Cell Biol. 82, 71-86 (2004). doi: 10.1139/O03-070 (Pubitemid 38580875)
23. A. Tirsoaga, A. El Hamidi, M.B. Perry, M. Caroff and A. Novikov, "A rapid, small-scale procedure for the structural characterization of lipid A applied to Citrobacter and Bordetella strains: discovery of a new structural element", J. Lipid Res. 48, 2419-2427 (2007). doi: 10.1194/jlr.M700193- JLR200 (Pubitemid 350058753)
24. J. Lukasiewicz, W. Jachymek, T. Niedziela, L. Kenne and C. Lugowski, "Structural analysis of the lipid A isolated from Hafnia alvei 32 and PCM 1192 lipopolysaccharides", J. Lipid Res. (2009). doi: 10. 1194/jlr.M001362
25. I. Mikhail, H.H. Yildirim, E.C. Lindahl and E.K. Schweda, "Structural characterization of lipid A from nontypeable and type f Haemophilus influenzae: variability of fatty acid substitution", Anal. Biochem. 340, 303-316 (2005). doi: 10.1016/j.ab.2005.02.020 (Pubitemid 40544870)
26. B. Schilling, M.K. McLendon, N.J. Phillips, M.A. Apicella and B.W. Gibson, "Characterization of lipid A acylation patterns in Francisella tularensis, Francisella novicida, and Francisella philomiragia using multiple-stage mass spectrometry and matrix-assisted laser desorption/ionization on an intermediate vacuum source linear ion trap", Anal. Chem. 79, 1034-1042 (2007). doi: 10.1021/ac061654e
27. P. Vadovic, M. Fodorova and R. Toman, "Structural features of lipid A of Piscirickettsia salmonis, the etiological agent of the salmonid rickettsial septicemia", Acta Virol. 51, 249-259,(2007).
28. S.M. Townsend, E. Hurrell, I. Gonzalez-Gomez, J. Lowe, J.G. Frye, S. Forsythe and J.L. Badger, "Enterobacter sakazakii invades brain capillary endothelial cells, persists in human macrophages influencing cytokine secretion and induces severe brain pathology in the neonatal rat", Microbiology 153, 3538-3547 (2007). doi: 10.1099/mic.0.2007/009316-0 (Pubitemid 47629557)
29. I. Takahashi, S. Kotani, H. Takada, M. Tsujimoto, T. Ogawa, T. Shiba, S. Kusumoto, M. Yamamoto, A. Hasegawa and M. Kiso, "Requirement of a properly acylated beta(1-6)-d-glucosamine disaccharide bisphosphate structure for efficient manifestation of full endotoxic and associated bioactivities of lipid A", Infect. Immun. 55, 57-68 (1987).
30. R R. Rebeil, R.K. Ernst, B.B. Gowen, S.I. Miller and B.J. Hinnebusch, "Variation in lipid A structure in the pathogenic yersiniae", Mol. Microbiol. 52, 1363-1373 (2004). doi: 10.1111/j.1365-2958.2004.04059.x (Pubitemid 38746310)
31. R R.S. Munford and A.W. Varley, "Shield as signal: lipopolysaccharides and the evolution of immunity to gram-negative bacteria", PLoS Pathog. 2, 467-471 (2006). doi: 10.1371/journal.ppat. 0020067 (Pubitemid 43998845)
32. R R.S. Munford, "Severe sepsis and septic shock: the role of gram-negative bacteremia", Annu. Rev. Pathol. 1, 467-496 (2006). doi: 10.1146/annurev.pathol.1.110304.100200
33. X. Wang, A.A. Ribeiro, Z. Guan, S.N. Abraham and R.C. Raetz, "Attenuated virulence of a Francisella mutant lacking the lipid A 4′-phosphatase", Proc. Natl. Acad. Sci. USA 104, 4136-4141 (2007). doi: 10.1073/pnas.0611606104 (Pubitemid 47181591)
34. X. Wang and P.J. Quinn, "Lipopolysaccharide: biosynthetic pathway and structure modification", Prog. Lipid Res. in press (2009). doi: 10.1016/j.plipres.2009.06.002
35. X. Wang, M.J. Karbarz, S.C. McGrath, R.J. Cotter and C.R. Raetz, "MsbA transporter-dependent lipid A 1-dephosphorylation on the periplasmic surface of the inner membrane: topography of Francisella novicida LpxE expressed in Escherichia coli", J. Biol. Chem. 279, 49470-49478 (2004). doi: 10.1074/jbc.M409078200 (Pubitemid 39625834)
36. X. Wang, S.C. McGrath, R.J. Cotter and C.R. Raetz, "Expression cloning and periplasmic orientation of the Francisella novicida lipid A 4′-phosphatase LpxF", J. Biol. Chem. 281, 9321-9330 (2006). doi: 10.1074/jbc.M600435200 (Pubitemid 43864648)
37. X. Wang, A.A. Ribeiro, Z. Guan, S.C. McGrath, R.J. Cotter and C.R. Raetz, "Structure and biosynthesis of free lipid A molecules that replace lipopolysaccharide in Francisella tularensis subsp. novicida", Biochemistry 45, 14427-14440 (2006). doi: 10.1021/bi061767s (Pubitemid 44865198)
38. X. Wang, A.A. Ribeiro, Z. Guan and C.R. Raetz, "Identification of undecaprenyl phosphate-beta-D-galactosamine in Francisella novicida and its function in lipid A modification", Biochemistry 48, 1162-1172 (2009). doi: 10.1021/bi802211k
39. X. Wang and P.J. Quinn "Lipopolysaccharide: biosynthetic pathway and structure modification", Prog. Lipid. Res. 49, 97-107 (2010). doi: 10.1016/j.plipres.2009.06.002
40. T T. Clementz, J.J. Bednarski and C.R. Raetz, "Function of the htrB high temperature requirement gene of Escherchia coli in the acylation of lipid A: HtrB catalyzed incorporation of laurate", J. Biol. Chem. 271, 12095-12102 (1996). doi: 10.1074/jbc.271.20.12095 (Pubitemid 26157290)
41. S. Gao, D. Peng, W. Zhang, A. Muszynski, R.W. Carlson and X.X. Gu, "Identification of two late acyltransferase genes responsible for lipid A biosynthesis in Moraxella catarrhalis", FEBS J. 275, 5201-5214 (2008). doi: 10.1111/j.1742-4658.2008.06651.x
42. M.K. McLendon, B. Schilling, J.R. Hunt, M.A. Apicella and B.W. Gibson, "Identification of LpxL, a late acyltransferase of Francisella tularensis", Infect. Immun. 75, 5518-5531 (2007). doi: 10.1128/IAI.01288-06 (Pubitemid 350033642)
43. C C.D. Ellis, B. Lindner, C.M. Anjam Khan, U. Zahringer and R. Demarco de Hormaeche, "The Neisseria gonorrhoeae lpxLII gene encodes for a late-functioning lauroyl acyl transferase, and a null mutation within the gene has a significant effect on the induction of acute inflammatory responses", Mol. Microbiol. 42, 167-181 (2001). doi: 10.1111/j.1365-2958.2001.02619.x
44. J. Geurtsen, E. Angevaare, M. Janssen, H.J. Hamstra, J. ten Hove, A. de Haan, B. Kuipers, J. Tommassen and P. van der Ley, "A novel secondary acyl chain in the lipopolysaccharide of Bordetella pertussis required for efficient infection of human macrophages", J. Biol. Chem. 282, 37875-37884 (2007). doi: 10.1074/jbc.M706391200
45. G. Klein, B. Lindner, W. Brabetz, H. Brade and S. Raina, "Escherichia coli K-12 suppressor-free mutants lacking early glycosyltransferases and late acyltransferases: minimal lipopolysaccharide structure and induction of envelope stress response", J. Biol. Chem. 284, 15369-15389 (2009). doi: 10.1074/jbc.M900490200
46. P. van der Ley, L. Steeghs, H.J. Hamstra, J. ten Hove, B. Zomer and L. van Alphen, "Modification of lipid A biosynthesis in Neisseria meningitidis lpxL mutants: influence on lipopolysaccharide structure, toxicity, and adjuvant activity", Infect. Immun. 69, 5981-5990 (2001). doi: 10.1128/IAI.69.10. 5981-5990.2001 (Pubitemid 32885156)