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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11: XN6P4

]

The structure was elucidated in this paper
NCBI PubMed ID: 22021036
Journal NLM ID: 2985121R
Publisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: satish.raina

pg.gda.pl
Institutions: Gdansk University of Technology, Poland

Mass spectrometric analyses of lipopolysaccharide (LPS) from isogenic Escherichia coli strains with non-polar mutations in the waa locus, or overexpression of their cognate genes revealed that waaZ and waaS are the structural genes required for the incorporation of the third 3-deoxy-α-D-manno-oct-2-ulosonic acid (Kdo) linked to Kdo disaccharide and rhamnose respectively. The incorporation of rhamnose requires prior sequential incorporation of the Kdo trisaccharide. The minimal in vivo lipid A-anchored core structure Kdo(2)Hep(2)Hex(2)P(1) in the LPS from ∆waaO (lacking α-1,3-glucosyltransferase) could incorporate Kdo(3)Rha, without the overexpression of waaZ and waaS genes. Examination of LPS heterogeneity revealed overlapping control by RpoE sigma-factor, two-component systems (BasS/R, PhoB/R) and ppGpp. Deletion of RpoE-specific anti-sigma factor rseA led to near exclusive incorporation of glycoforms with third Kdo linked to Kdo disaccharide. This was accompanied by concomitant incorporation of rhamnose, linked to either the terminal third Kdo or to the second Kdo, depending upon the presence or absence of phosphoethanolamine on the second Kdo with truncation of the outer core. This truncation in ∆rseA was ascribed to decreased levels of WaaR glycosyltransferase, which was restored to wild-type levels, including overall LPS composition, upon the introduction of rybB sRNA deletion. Thus, ∆waaR contained LPS primarily with Kdo(3) without any requirement for lipid A modifications. Accumulation of a glycoform with Kdo(3) and 4-amino-4-deoxy-L-arabinose in lipid A in ∆rseA required ppGpp, being abolished in a ∆(ppGpp degrees rseA). Further, ∆(waaZ lpxLMP) synthesizing tetraacylated lipid A exhibited synthetic lethality at 21-23 degrees C pointing to the significance of the incorporation of the third Kdo.

Escherichia coli, Kdo, lipid A, glycosyltransferases, lipopolysaccharide (LPS), mass spectrometry (MS), Bacterial Genetics, RpoE σ Factor, RseA anti-σ Factor, Noncoding sRNA

Structure type: oligomer
Location inside paper: p. 42791, fig.1, glycoform I
Aglycon: lipid A
Trivial name: glycoform I
Compound class: LPS
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130650,IEDB_130659,IEDB_130670,IEDB_133751,IEDB_136906,IEDB_137472,IEDB_140088,IEDB_140529,IEDB_141794,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_190606,IEDB_2189047,IEDB_226811,IEDB_232584,IEDB_983931,SB_192,SB_7

Methods: ESI-ICR-MS, Western blotting, genetic methods
Biosynthesis and genetic data: genetic data
Comments, role: glycoform I LPS from E.coli K-12 wild-type strain W3110 grown in 121 medium

Related record ID(s): 26684, 26685
NCBI Taxonomy refs (TaxIDs): 83333
Reference(s) to other database(s): GTC:G89391NP
Show glycosyltransferases

There is only one chemically distinct structure:

NCCOP(=O)(O)O[C@H](CO)[C@H]1O[C@@](O[C@@H]2C[C@](O)(C(=O)O)O[C@H]([C@H](O)CO)[C@@H]2O[C@H]2O[C@H]([C@@H](O)CO)[C@@H](OP(=O)(O)OP(=O)(O)OCCN)[C@H](O[C@H]3O[C@H]([C@@H](O)CO[C@H]4O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](OP(=O)(O)O)[C@H](O[C@H]4O[C@H](CO[C@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@H]5O[C@H](CO[C@H]6O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]6O)[C@@H](O)[C@H](O)[C@H]5O)[C@H]4O)[C@@H]3O)[C@@H]2O)(C(=O)O)C[C@@H](O)[C@H]1O

SVG MW SMILES 3D mol Ionize