J. Lipid Res. Did you know there is a large type edition? Click here.
HOME HELP FEEDBACK SUBSCRIPTIONS ARCHIVE SEARCH
QUICK SEARCH:   [advanced]


     

A more recent version of this article appeared on December 1, 2002

Papers In Press, published online ahead of print September 16, 2002
J. Lipid Res., doi:10.1194/jlr.D200021-JLR200
This Article
Right arrow All Versions of this Article:
D200021-JLR200v1
43/12/2188    most recent
Right arrow Alert me when this article is cited
Right arrow Alert me if a correction is posted
Services
Right arrow Similar articles in this journal
Right arrow Similar articles in PubMed
Right arrow Alert me to new issues of the journal
Right arrow Download to citation manager
Right arrow reprints & permissions
Citing Articles
Right arrow Citing Articles via HighWire
Right arrow Citing Articles via Google Scholar
Google Scholar
Right arrow Articles by Silipo, A.
Right arrow Articles by Molinaro, A.
Right arrow Search for Related Content
PubMed
Right arrow PubMed Citation
Right arrow Articles by Silipo, A.
Right arrow Articles by Molinaro, A.
Social Bookmarking
Add to CiteULike   Add to Complore   Add to Connotea   Add to Del.icio.us   Add to Digg   Add to Reddit   Add to Technorati  
What's this?

Submitted on May 25, 2002
Revised on August 5, 2002
Accepted on September 5, 2002

Ammonium hydroxide hydrolysis: A valuable support in the MALDI-TOF mass spectrometry analysis of the lipid A fatty acids distribution

Alba Silipo, Rosa Lanzetta, Angela Amoresano, Michelangelo Parrilli, and Antonio Molinaro

Dipartimento di Chimica Organica e Biochimica, University of Naples Federico II, Napoli 80126

Corresponding Author: molinaro{at}unina.it

Lipid A is the lipophilic moiety of lipopolysaccharides (LPSs), the major components of the external membrane of almost all Gram-negative bacteria. It is responsible of the toxicity of LPS and has a heterogeneous structure composed of a bis-phosphorylated glucosammine disaccharide backbone that is acylated at the positions 2, 3 of the GlcN I (proximal) and GlcN II (distal) residue with O- and N-linked 3-hydroxy fatty acids (primary substitution). This fatty acids are further acylated by means of their 3-hydroxy groups (secondary substitution). The toxicity of lipid A is depending on its primary structure; the number, the length and the distribution of the fatty acids on the disaccharide backbone strongly influence the endotoxic activity. In this paper a general and easy methodology to obtain the secondary fatty acid distribution, which is one of the most hard issues in the structural determination of lipid A, is proposed. The method combines ammonium hydroxide hydrolysis and MALDI-Mass Spectrometry analysis and has been successfully proved on five different Lipid A species. The procedure exploits the lower stability, under mild alkaline conditions, of acyl and acyloxyacyl esters with respect to that of the acyl and acyloxyacyl amides. The partially degraded lipid A species obtained are analyzed by MALDI-MS. The generality of this approach was tested on five Lipid A, namely those arising from Escheria coli, Klebsiella pneumoniae, Klebsiella oxytoca, Pseudomonas reactans and Burkholderia caryophylli.


Add to CiteULike CiteULike   Add to Complore Complore   Add to Connotea Connotea   Add to Del.icio.us Del.icio.us   Add to Digg Digg   Add to Reddit Reddit   Add to Technorati Technorati    What's this?


This article has been cited by other articles:


Home page
 J. Lipid Res.Home page
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., November 1, 2007; 48(11): 2419 - 2427.
[Abstract] [Full Text] [PDF]

Home page
 J. Lipid Res.Home page
S. Leone, L. Sturiale, E. Pessione, R. Mazzoli, C. Giunta, R. Lanzetta, D. Garozzo, A. Molinaro, and M. Parrilli
Detailed characterization of the lipid A fraction from the nonpathogen Acinetobacter radioresistens strain S13
J. Lipid Res., May 1, 2007; 48(5): 1045 - 1051.
[Abstract] [Full Text] [PDF]

Home page
 Infect. Immun.Home page
S. M. Zughaier, S. M. Zimmer, A. Datta, R. W. Carlson, and D. S. Stephens
Differential Induction of the Toll-Like Receptor 4-MyD88-Dependent and -Independent Signaling Pathways by Endotoxins
Infect. Immun., May 1, 2006; 74(5): 3077 - 3077.
[Full Text] [PDF]

Home page
 J. Biol. Chem.Home page
A. Silipo, A. Molinaro, L. Sturiale, J. M. Dow, G. Erbs, R. Lanzetta, M.-A. Newman, and M. Parrilli
The Elicitation of Plant Innate Immunity by Lipooligosaccharide of Xanthomonas campestris
J. Biol. Chem., September 30, 2005; 280(39): 33660 - 33668.
[Abstract] [Full Text] [PDF]

Home page
 GlycobiologyHome page
A. Silipo, A. Molinaro, P. Cescutti, E. Bedini, R. Rizzo, M. Parrilli, and R. Lanzetta
Complete structural characterization of the lipid A fraction of a clinical strain of B. cepacia genomovar I lipopolysaccharide
Glycobiology, May 1, 2005; 15(5): 561 - 570.
[Abstract] [Full Text] [PDF]

Home page
 Infect. Immun.Home page
R. P. Darveau, T.-T. T. Pham, K. Lemley, R. A. Reife, B. W. Bainbridge, S. R. Coats, W. N. Howald, S. S. Way, and A. M. Hajjar
Porphyromonas gingivalis Lipopolysaccharide Contains Multiple Lipid A Species That Functionally Interact with Both Toll-Like Receptors 2 and 4
Infect. Immun., September 1, 2004; 72(9): 5041 - 5051.
[Abstract] [Full Text] [PDF]

Home page
 GlycobiologyHome page
A. Silipo, C. De Castro, R. Lanzetta, A. Molinaro, and M. Parrilli
Full structural characterization of the lipid A components from the Agrobacterium tumefaciens strain C58 lipopolysaccharide fraction
Glycobiology, September 1, 2004; 14(9): 805 - 815.
[Abstract] [Full Text] [PDF]


HOME HELP FEEDBACK SUBSCRIPTIONS ARCHIVE SEARCH
 All ASBMB Journals   Journal of Biological Chemistry 
 Molecular and Cellular Proteomics   ASBMB Today 
Copyright © 2002 by the American Society for Biochemistry and Molecular Biology.