Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
NCBI PubMed ID: 19166326Publication DOI: 10.1021/bi802212tJournal NLM ID: 0370623Publisher: American Chemical Society
Correspondence: raetz
biochem.duke.edu
Institutions: Department of Biochemistry, Duke University Medical Center, Durham, North Carolina 27710, USA
Lipid A of Francisella tularensis subsp. novicida contains a galactosamine (GalN) residue linked to its 1-phosphate group. As shown in the preceding paper, this GalN unit is transferred to lipid A from the precursor undecaprenyl phosphate-β-D-GalN. A small portion of the free lipid A of Francisella novicida is further modified with a glucose residue at position-6'. We now demonstrate that the two F. novicida homologues of Escherichia coli ArnC, designated FlmF1 and FlmF2, are essential for lipid A modification with glucose and GalN, respectively. Recombinant FlmF1 expressed in E. coli selectively condenses undecaprenyl phosphate and UDP-glucose in vitro to form undecaprenyl phosphate-glucose. Recombinant FlmF2 selectively catalyzes the condensation of undecaprenyl phosphate and UDP-N-acetylgalactosamine to generate undecaprenyl phosphate-N-acetylgalactosamine. On the basis of an analysis of the lipid A composition of flmF1 and flmF2 mutants of F. novicida, we conclude that FlmF1 generates the donor substrate for the modification of F. novicida free lipid A with glucose, whereas FlmF2 generates the immediate precursor of the GalN donor substrate, undecaprenyl phosphate-β-D-GalN. A novel deacetylase, present in membranes of F. novicida, removes the acetyl group from undecaprenyl phosphate-N-acetylgalactosamine to yield undecaprenyl phosphate-β-D-GalN. This deacetylase may have an analogous function to the deformylase that generates undecaprenyl phosphate-4-amino-4-deoxy-α-L-arabinose from undecaprenyl phosphate-4-deoxy-4-formylamino-α-L-arabinose in polymyxin-resistant strains of E. coli and Salmonella typhimurium.
Escherichia coli, lipid A, Salmonella typhimurium, Francisella tularensis, Francisella novicida, UDP-glucose, Electrospray Ionization, acetyltransferases
Structure type: monomer
Location inside paper: p.1174, scheme.1A
Compound class: lipid A
Methods: TLC, ESI-MS, genetic methods, biochemical methods, LC-ESI-MS
Enzymes that release or process the structure: ArNC, ArND
Biosynthesis and genetic data: genetic data
Related record ID(s): 23846, 31233, 31234, 31235, 31237, 31238
NCBI Taxonomy refs (TaxIDs): 562
Show glycosyltransferases
There is only one chemically distinct structure:
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