Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
NCBI PubMed ID: 11717579Journal NLM ID: 9433350Publisher: Maney Publishing
Correspondence: oholst
fz-borstel.de
Institutions: Medical and Biochemical Microbiology and Analytical Biochemistry, Research Center Borstel, Germany, Department of Medical Biochemistry, University of Turku, Finland, Department of Chemistry, University of Agricultural Sciences, Vienna, Austria
L-Glycero-D-manno-heptopyranose is a characteristic compound of many lipopolysaccharide (LPS) core structures of Gram-negative bacteria. In Escherichia coli two heptosyltransferases, namely WaaC and WaaF, are known to transfer L-glycero-D-manno-heptopyranose to Re-LPS and Rd(2)-LPS, respectively. It had been proposed that both reactions involve ADPL-glycero-D-manno-heptose as a sugar donor; however, the structure of this nucleotide sugar had never been completely elucidated. In the present study, ADPL-glycero-D-manno-heptose was isolated from a heptosyltransferase-deficient E. coli mutant, and its structure was determined by nuclear magnetic resonance spectroscopy and matrix-assisted laser-desorption/ionization time-of-flight mass spectrometry as ADPL-glycero-β-D-manno-heptopyranose. This compound represented the sole constituent of the bacterial extract that was accepted as a sugar donor by heptosyltransferases I and II in vitro.
Lipopolysaccharide, synthesis, heptosyltransferase, glycosyl transferases, heptoses, nucleotides
Structure type: oligomer
Location inside paper: Fig.2
Contained glycoepitopes: IEDB_137353,IEDB_140947
Methods: NMR-2D, NMR, HPAEC, MALDI-TOF MS
Biological activity: data available
Enzymes that release or process the structure: heptosyltransferase
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GlycomeDB:
25190
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
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