The CMP-legionaminic acid pathway in campylobacter : Biosynthesis involving novel GDP-linked precursors

  1. Get@NRC: The CMP-legionaminic acid pathway in campylobacter : Biosynthesis involving novel GDP-linked precursors (Opens in a new window)
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Journal titleGlycobiology
Pages715725; # of pages: 11
SubjectCampylobacter jejuni; flagellin glycosylation; legionaminic acid; neuraminic acid; sialic acid; acid; bacteria; biosynthesis; campylobacter; campylobacter coli; Canada; cell-surface; configuration; disease; efficient; enzyme; enzymes; flagellin; form; glycosylation; gram negative bacteria; gram-negative bacteria; intermediate; lipopolysaccharide; method; N-linked; o-chain; pathway; pathways; potential; protein; protein glycosylation; sialic; strain; strains; sugar; synthesis
AbstractThe sialic acid-like sugar 5,7-diacetamido-3,5,7,9- tetradeoxy-D-glycero-D-galacto-nonulosonic acid, or legionaminic acid, is found as a virulence-associated cell-surface glycoconjugate in the Gram-negative bacteria Legionella pneumophila and Campylobacter coli. L. pneumophila serogroup 1 strains, causative agents of Legionnaire’s disease, contain an α2,4-linked homopolymer of legionaminic acid within their lipopolysaccharide O-chains, whereas the gastrointestinal pathogen C. coli modifies its flagellin with this monosaccharide via O-linkage. In this work, we have purified and biochemically characterized 11 candidate biosynthetic enzymes from Campylobacter jejuni, thereby fully reconstituting the biosynthesis of legionaminic acid and its CMP-activated form, starting from fructose-6-P. This pathway involves unique GDP-linked intermediates, likely providing a cellular mechanism for differentiating between this and similar UDP-linked pathways, such as UDP-2,4-diacetamido-bacillosamine biosynthesis involved in N-linked protein glycosylation. Importantly, these findings provide a facile method for efficient large-scale synthesis of legionaminic acid, and since legionaminic acid and sialic acid share the same D-glycero-D-galacto absolute configuration, this sugar may now be evaluated for its potential as a sialic acid mimic.
Publication date
AffiliationNational Research Council Canada (NRC-CNRC); NRC Institute for Biological Sciences
Peer reviewedYes
NPARC number15459093
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Record identifierd0b26b2d-1e35-4348-aebe-7a5864b7a863
Record created2010-08-16
Record modified2016-05-09
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