Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

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Chemical Compound Review:

ACMC-1C3VR 27-hydroxyoctacosanoic acid

Synonyms: AG-D-47284, AC1L2VQI, CTK4B2763, 27-Hoca, 121822-56-8, ...

Brozek, K.A. et al., Basu, S.S. et al., Vedam, V. et al.

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Disease relevance of Octacosanoic acid, 27-hydroxy-

An unusual feature of lipid A from plant endosymbionts of the Rhizobiaceae family is the presence of a 27-hydroxyoctacosanoic acid (C28) moiety [1].
We now describe an in vitro system, consisting of a membrane enzyme and a cytosolic acyl donor from R. leguminosarum, that transfers 27-hydroxyoctacosanoic acid to (Kdo)2-lipid IVA, a key lipid A precursor common to both E. coli and R. leguminosarum [2].
A Rhizobium leguminosarum AcpXL mutant produces lipopolysaccharide lacking 27-hydroxyoctacosanoic acid [3].

High impact information on Octacosanoic acid, 27-hydroxy-

A peculiar feature of the lipid As of all Rhizobiaceae is acylation with 27-hydroxyoctacosanoic acid, a long hydroxylated fatty acid not found in E. coli [2].

References

Expression cloning and characterization of the C28 acyltransferase of lipid A biosynthesis in Rhizobium leguminosarum. Basu, S.S., Karbarz, M.J., Raetz, C.R. J. Biol. Chem. (2002) [Pubmed]
A special acyl carrier protein for transferring long hydroxylated fatty acids to lipid A in Rhizobium. Brozek, K.A., Carlson, R.W., Raetz, C.R. J. Biol. Chem. (1996) [Pubmed]
A Rhizobium leguminosarum AcpXL mutant produces lipopolysaccharide lacking 27-hydroxyoctacosanoic acid. Vedam, V., Kannenberg, E.L., Haynes, J.G., Sherrier, D.J., Datta, A., Carlson, R.W. J. Bacteriol. (2003) [Pubmed]

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