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Chemical Compound Review

Fucosamine     (2R,3R,4S,5R)-2-amino-3,4,5- trihydroxy...

Synonyms: AC1MIYF7, 2-Fucosamine, 24724-90-1, 2-Amino-2,6-dideoxygalactose, Galactose, 2-amino-2,6-dideoxy-, ...
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Disease relevance of Fucosamine


High impact information on Fucosamine

  • The side-chain polysaccharides purified by gel exclusion chromatography were compositionally identical, being composed of fucosamine (2-amino-2,6-dideoxygalactose), quinovosamine (2-amino-2,6-dideoxyglucose), and an unidentified amino sugar [3].
  • This fraction was rich in N (about 10%) and gave several basic amino compounds on acid hydrolysis; fucosamine (at least 2.8% w/w) was the only specifc component identified [4].
  • Since much is known of PA103 O-antigen genetics and because the sugars at the reducing termini of the O7 (strain 1244) and O11 (strain PA103) are identical (beta-N-acetyl fucosamine), we utilized PA103 and strains that express lipopolysaccharide (LPS) with a truncated O-antigen subunit to test our hypothesis [5].
  • Among the ORFs was discovered the gene encoding the fucosamine O-acetylase, which is in part responsible for the serotype conversion events [6].
  • The results demonstrate that the epitope--an immunodominant carbohydrate which includes a fucosamine-like residue--is part of the cell wall lipopolysaccharide (LPS) [7].

Analytical, diagnostic and therapeutic context of Fucosamine

  • Expression of pilAO(1244) in PA103 wbjE::aacC1, followed by Western blotting of extracts of these cells, indicated that pilin produced has been modified by the addition of material consistent with a single N-acetyl fucosamine [5].


  1. Chemotaxonomic differentiation of legionellae by detection and characterization of aminodideoxyhexoses and other unique sugars using gas chromatography-mass spectrometry. Fox, A., Rogers, J.C., Fox, K.F., Schnitzer, G., Morgan, S.L., Brown, A., Aono, R. J. Clin. Microbiol. (1990) [Pubmed]
  2. Structural studies on the fucosamine-containing O-specific polysaccharide of Proteus vulgaris O19. Vinogradov, E.V., Kaca, W., Knirel, Y.A., Rózalski, A., Kochetkov, N.K. Eur. J. Biochem. (1989) [Pubmed]
  3. Chemical and chromatographic analysis of lipopolysaccharide from an antibiotic-supersusceptible mutant of Pseudomonas aeruginosa. Kropinski, A.M., Kuzio, J., Angus, B.L., Hancock, R.E. Antimicrob. Agents Chemother. (1982) [Pubmed]
  4. Studies of polysaccharide fractions from the lipopolysaccharide of Pseudomonas aeruginosa N.C.T.C. 1999. Drewry, D.T., Symes, K.C., Gray, G.W., Wilkinson, S.G. Biochem. J. (1975) [Pubmed]
  5. Pseudomonas aeruginosa 1244 pilin glycosylation: glycan substrate recognition. Horzempa, J., Dean, C.R., Goldberg, J.B., Castric, P. J. Bacteriol. (2006) [Pubmed]
  6. Sequence of the genome of the temperate, serotype-converting, Pseudomonas aeruginosa bacteriophage D3. Kropinski, A.M. J. Bacteriol. (2000) [Pubmed]
  7. Isolation, purification and partial analysis of the lipopolysaccharide antigenic determinant recognized by a monoclonal antibody to Legionella pneumophila serogroup 1. Petitjean, F., Dournon, E., Strosberg, A.D., Hoebeke, J. Res. Microbiol. (1990) [Pubmed]
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