| HOME | HELP | FEEDBACK | SUBSCRIPTIONS | ARCHIVE | SEARCH | TABLE OF CONTENTS |
|
|
|
|||||||
|
|||||||||
J Biol Chem, Vol. 273, Issue 5, 2747-2757, January 30, 1998
From the Complex Carbohydrate Research Center, University of
Georgia, Athens, Georgia 30602
The structural arrangement of oligosaccharides
comprising the core region of Rhizobium etli CE3
lipopolysaccharide (LPS) has been elucidated through the
characterization of the LPSs from two R. etli mutants. One
mutant, CE358, completely lacks the O-chain polysaccharide,
while the second mutant, CE359, contains a truncated portion of this
polysaccharide. This structural arrangement of the core
oligosaccharides in these LPSs was determined using electrospray ionization mass spectrometry, tandem mass spectrometry, and methylation analysis. Mild acid hydrolysis of the CE359 LPS produces two major core
oligosaccharides: a tetrasaccharide (1) with the
structure 
-D-Galp-(1
6)-[-D-GalpA-(14)]--D-Manp-(15)-Kdop
(where Kdo represents
3-deoxy-D-manno-2-octulosonic acid) and a
trisaccharide (2) having the structure
-D-GalpA-(14)-[-D-GalpA-(15)]-Kdop. Structure 1 in CE358 LPS lacks the
galacturonosyl residue. Glycosyl linkage and tandem mass spectrometry
analyses show that the intact LPS core region consists of trisaccharide
(2) attached to O-4 of the Kdo residue in tetrasaccharide
1, and that an additional Kdo residue is attached to O-6 of
the galactosyl residue of 1.
![<AR><R><C><UP><B>Kdo</B></UP><B><IT>p-</IT></B>(<B><UP>2→6</UP></B>)<B><UP>-&agr;-</UP></B><UP><SC>d</SC>-Gal</UP><B><IT>p-</IT></B>(<B><UP>1→6</UP></B>)<B><UP>-</UP></B>[<B><UP>&agr;-</UP></B><UP><SC>d</SC>-Gal</UP><B><IT>p</IT><UP>A</UP><IT>-</IT></B>(<B><UP>1→4</UP></B>)]<B><UP>-&agr;-</UP></B><UP><SC>d</SC>-Man</UP><B><IT>p-</IT></B>(<B><UP>1→5</UP></B>)<B><UP>-</UP></B><B><UP>K</UP></B></C></R><R><C><B><UP>4</UP></B>)</C></R><R><C><B><UP>↑</UP></B></C></R><R><C><B><UP>&agr;-</UP></B><UP><SC>d</SC>-Gal</UP><B><IT>p</IT><UP>A</UP><IT>-</IT></B>(<B><UP>1→4</UP></B>)<B><UP>-</UP></B>[<B><UP>&agr;-</UP></B><UP><SC>d</SC>-Gal</UP><B><IT>p</IT><UP>A</UP><IT>-</IT></B>(<B><UP>1→5</UP></B>)]<B><UP>-Kdo</UP><IT>p-</IT></B>(<B><UP>2</UP></B></C></R></AR><AR><R><C><B><UP>do</UP><IT>p-</IT></B>(<B><UP>2→</UP></B></C></R><R><C></C></R><R><C></C></R><R><C></C></R></AR>](/content/vol273/issue5/fulltext/2747/img001.gif)
The
additional terminally linked Kdo residue is not in close proximity to
the lipid A moiety, a unique location for a core Kdo residue. The
mutant LPS preparations also contain minor LPS species, one of which
lacks the Kdo linked to O-6 of the galactosyl residue, another that
lacks the galacturonic acid attached to O-5 of Kdo, and a third that
lacks two galacturonosyl residues and one Kdo residue. Thus, in
addition to lacking both heptose and phosphate, the R. etli
LPS core region differs substantially from the typical enterobacterial
cores. The abundance of galacturonosyl residues in the R. etli core might serve as a suitable functional replacement for phosphate, such as would be predicted for
Ca2+ binding.
This article has been cited by other articles:
|
|
 |
|
  W. D'Haeze, C. Leoff, G. Freshour, K. D. Noel, and R. W. Carlson Rhizobium etli CE3 Bacteroid Lipopolysaccharides Are Structurally Similar but Not Identical to Those Produced by Cultured CE3 Bacteria J. Biol. Chem., June 8, 2007; 282(23): 17101 - 17113. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 D. M. Russo, A. Williams, A. Edwards, D. M. Posadas, C. Finnie, M. Dankert, J. A. Downie, and A. Zorreguieta Proteins Exported via the PrsD-PrsE Type I Secretion System and the Acidic Exopolysaccharide Are Involved in Biofilm Formation by Rhizobium leguminosarum. J. Bacteriol., June 1, 2006; 188(12): 4474 - 4486. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
S. Kanjilal-Kolar, S. S. Basu, M. I. Kanipes, Z. Guan, T. A. Garrett, and C. R. H. Raetz Expression Cloning of Three Rhizobium leguminosarum Lipopolysaccharide Core Galacturonosyltransferases J. Biol. Chem., May 5, 2006; 281(18): 12865 - 12878. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
E. Frirdich, C. Bouwman, E. Vinogradov, and C. Whitfield The Role of Galacturonic Acid in Outer Membrane Stability in Klebsiella pneumoniae J. Biol. Chem., July 29, 2005; 280(30): 27604 - 27612. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
E. Frirdich and C. Whitfield Characterization of GlaKP, a UDP-Galacturonic Acid C4-Epimerase from Klebsiella pneumoniae with Extended Substrate Specificity J. Bacteriol., June 15, 2005; 187(12): 4104 - 4115. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 X. Gu and M. Bar-Peled The Biosynthesis of UDP-Galacturonic Acid in Plants. Functional Cloning and Characterization of Arabidopsis UDP-D-Glucuronic Acid 4-Epimerase Plant Physiology, December 1, 2004; 136(4): 4256 - 4264. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
M. C. Laus, T. J. Logman, A. A. N. van Brussel, R. W. Carlson, P. Azadi, M.-Y. Gao, and J. W. Kijne Involvement of exo5 in Production of Surface Polysaccharides in Rhizobium leguminosarum and Its Role in Nodulation of Vicia sativa subsp. nigra J. Bacteriol., October 1, 2004; 186(19): 6617 - 6625. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
E. Frirdich, E. Vinogradov, and C. Whitfield Biosynthesis of a Novel 3-Deoxy-D-manno-oct-2-ulosonic Acid-containing Outer Core Oligosaccharide in the Lipopolysaccharide of Klebsiella pneumoniae J. Biol. Chem., July 2, 2004; 279(27): 27928 - 27940. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 K. D. Noel, J. M. Box, and V. J. Bonne 2-O-Methylation of Fucosyl Residues of a Rhizobial Lipopolysaccharide Is Increased in Response to Host Exudate and Is Eliminated in a Symbiotically Defective Mutant Appl. Envir. Microbiol., March 1, 2004; 70(3): 1537 - 1544. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
L. S. Forsberg, K. D. Noel, J. Box, and R. W. Carlson Genetic Locus and Structural Characterization of the Biochemical Defect in the O-Antigenic Polysaccharide of the Symbiotically Deficient Rhizobium etli Mutant, CE166: REPLACEMENT OF N-ACETYLQUINOVOSAMINE WITH ITS HEXOSYL-4-ULOSE PRECURSOR J. Biol. Chem., December 19, 2003; 278(51): 51347 - 51359. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 H. Nikaido Molecular Basis of Bacterial Outer Membrane Permeability Revisited Microbiol. Mol. Biol. Rev., December 1, 2003; 67(4): 593 - 656. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
M. J. Karbarz, S. R. Kalb, R. J. Cotter, and C. R. H. Raetz Expression Cloning and Biochemical Characterization of a Rhizobium leguminosarum Lipid A 1-Phosphatase J. Biol. Chem., October 10, 2003; 278(41): 39269 - 39279. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
L. A. Sharypova, K. Niehaus, H. Scheidle, O. Holst, and A. Becker Sinorhizobium meliloti acpXL Mutant Lacks the C28 Hydroxylated Fatty Acid Moiety of Lipid A and Does Not Express a Slow Migrating Form of Lipopolysaccharide J. Biol. Chem., April 4, 2003; 278(15): 12946 - 12954. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
N. L. S. Que-Gewirth, S. Lin, R. J. Cotter, and C. R. H. Raetz An Outer Membrane Enzyme That Generates the 2-Amino-2- deoxy-gluconate Moiety of Rhizobium leguminosarum Lipid A J. Biol. Chem., March 28, 2003; 278(14): 12109 - 12119. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
V. Vedam, E. L. Kannenberg, J. G. Haynes, D. J. Sherrier, A. Datta, and R. W. Carlson A Rhizobium leguminosarum AcpXL Mutant Produces Lipopolysaccharide Lacking 27-Hydroxyoctacosanoic Acid J. Bacteriol., March 15, 2003; 185(6): 1841 - 1850. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
S. K. Gudlavalleti and L. S. Forsberg Structural Characterization of the Lipid A Component of Sinorhizobium sp. NGR234 Rough and Smooth Form Lipopolysaccharide. DEMONSTRATION THAT THE DISTAL AMIDE-LINKED ACYLOXYACYL RESIDUE CONTAINING THE LONG CHAIN FATTY ACID IS CONSERVED IN RHIZOBIUM AND SINORHIZOBIUM SP. J. Biol. Chem., January 31, 2003; 278(6): 3957 - 3968. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 N. Fraysse, S. Jabbouri, M. Treilhou, F. Couderc, and V. Poinsot Symbiotic conditions induce structural modifications of Sinorhizobium sp. NGR234 surface polysaccharides Glycobiology, November 1, 2002; 12(11): 741 - 748. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
B. Jeyaretnam, J. Glushka, V. S. K. Kolli, and R. W. Carlson Characterization of a Novel Lipid-A from Rhizobium Species Sin-1. A UNIQUE LIPID-A STRUCTURE THAT IS DEVOID OF PHOSPHATE AND HAS A GLYCOSYL BACKBONE CONSISTING OF GLUCOSAMINE AND 2-AMINOGLUCONIC ACID J. Biol. Chem., October 25, 2002; 277(44): 41802 - 41810. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
M. L. Vandenplas, R. W. Carlson, B. S. Jeyaretnam, B. McNeill, M. H. Barton, N. Norton, T. F. Murray, and J. N. Moore Rhizobium Sin-1 Lipopolysaccharide (LPS) Prevents Enteric LPS-induced Cytokine Production J. Biol. Chem., October 25, 2002; 277(44): 41811 - 41816. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
D. M. Duelli, A. Tobin, J. M. Box, V. S. K. Kolli, R. W. Carlson, and K. D. Noel Genetic Locus Required for Antigenic Maturation of Rhizobium etli CE3 Lipopolysaccharide J. Bacteriol., October 15, 2001; 183(20): 6054 - 6064. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
A. Lagares, D. F. Hozbor, K. Niehaus, A. J. L. P. Otero, J. Lorenzen, W. Arnold, and A. Pühler Genetic Characterization of a Sinorhizobium meliloti Chromosomal Region Involved in Lipopolysaccharide Biosynthesis J. Bacteriol., February 15, 2001; 183(4): 1248 - 1258. [Abstract] [Full Text]
|
|
|
|
|
|
K. D. Noel, L. S. Forsberg, and R. W. Carlson Varying the Abundance of O Antigen in Rhizobium etli and Its Effect on Symbiosis with Phaseolus vulgaris J. Bacteriol., October 1, 2000; 182(19): 5317 - 5324. [Abstract] [Full Text]
|
|
|
|
|
|
X. Perret, C. Staehelin, and W. J. Broughton Molecular Basis of Symbiotic Promiscuity Microbiol. Mol. Biol. Rev., March 1, 2000; 64(1): 180 - 201. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
P. Vinuesa, B. L. Reuhs, C. Breton, and D. Werner Identification of a Plasmid-Borne Locus in Rhizobium etli KIM5s Involved in Lipopolysaccharide O-Chain Biosynthesis and Nodulation of Phaseolus vulgaris J. Bacteriol., September 15, 1999; 181(18): 5606 - 5614. [Abstract] [Full Text]
|
|
|
|
|
|
S. S. Basu, J. D. York, and C. R. H. Raetz A Phosphotransferase That Generates Phosphatidylinositol 4-Phosphate (PtdIns-4-P) from Phosphatidylinositol and Lipid A in Rhizobium leguminosarum. A MEMBRANE-BOUND ENZYME LINKING LIPID A AND PtdIns-4-P BIOSYNTHESIS J. Biol. Chem., April 16, 1999; 274(16): 11139 - 11149. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
S. S. Basu, K. A. White, N. L. S. Que, and C. R. H. Raetz A Deacylase in Rhizobium leguminosarum Membranes That Cleaves the 3-O-Linked beta -Hydroxymyristoyl Moiety of Lipid A Precursors J. Biol. Chem., April 16, 1999; 274(16): 11150 - 11158. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
E. V. Vinogradov, B. O. Petersen, J. E. Thomas-Oates, J. O. Duus, H. Brade, and O. Holst Characterization of a Novel Branched Tetrasaccharide of 3-Deoxy-D-manno-oct-2-ulopyranosonic Acid. THE STRUCTURE OF THE CARBOHYDRATE BACKBONE OF THE LIPOPOLYSACCHARIDE FROM ACINETOBACTER BAUMANNII STRAIN NCTC 10303 (ATCC 17904) J. Biol. Chem., October 23, 1998; 273(43): 28122 - 28131. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
J. L. Kadrmas, D. Allaway, R. E. Studholme, J. T. Sullivan, C. W. Ronson, P. S. Poole, and C. R. H. Raetz Cloning and Overexpression of Glycosyltransferases That Generate the Lipopolysaccharide Core of Rhizobium leguminosarum J. Biol. Chem., October 9, 1998; 273(41): 26432 - 26440. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
L. S. Forsberg, U. R. Bhat, and R. W. Carlson Structural Characterization of the O-antigenic Polysaccharide of the Lipopolysaccharide from Rhizobium etli Strain CE3. A UNIQUE O-ACETYLATED GLYCAN OF DISCRETE SIZE, CONTAINING 3-O-METHYL-6-DEOXY-L-TALOSE AND 2,3,4-TRI-O-METHYL-L-FUCOSE J. Biol. Chem., June 16, 2000; 275(25): 18851 - 18863. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
N. L. S. Que, S. Lin, R. J. Cotter, and C. R. H. Raetz Purification and Mass Spectrometry of Six Lipid A Species from the Bacterial Endosymbiont Rhizobium etli. DEMONSTRATION OF A CONSERVED DISTAL UNIT AND A VARIABLE PROXIMAL PORTION J. Biol. Chem., September 1, 2000; 275(36): 28006 - 28016. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
N. L. S. Que, A. A. Ribeiro, and C. R. H. Raetz Two-dimensional NMR Spectroscopy and Structures of Six Lipid A Species from Rhizobium etli CE3. DETECTION OF AN ACYLOXYACYL RESIDUE IN EACH COMPONENT AND ORIGIN OF THE AMINOGLUCONATE MOIETY J. Biol. Chem., September 1, 2000; 275(36): 28017 - 28027. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
I. Lerouge, T. Laeremans, C. Verreth, J. Vanderleyden, C. Van Soom, A. Tobin, and R. W. Carlson Identification of an ATP-binding Cassette Transporter for Export of the O-antigen across the Inner Membrane in Rhizobium etli Based on the Genetic, Functional, and Structural Analysis of an lps Mutant Deficient in O-antigen J. Biol. Chem., May 11, 2001; 276(20): 17190 - 17198. [Abstract] [Full Text] [PDF]
|
|
| HOME | HELP | FEEDBACK | SUBSCRIPTIONS | ARCHIVE | SEARCH | TABLE OF CONTENTS |
| All ASBMB Journals | Molecular and Cellular Proteomics |
| Journal of Lipid Research | ASBMB Today |
