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Chemical Compound Review

Chrysobactin     (2S)-2-[[(2R)-6-amino-2- [(2,3...

Synonyms: CHEBI:61345, AC1L2UWE, 120124-51-8, 2-(2,3-dihydroxybenzoyl)-D-lysyl-L-serine, N-(N(2)-(2,3-Dihydroxybenzoyl)lysyl)serine, ...
 
 
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Disease relevance of Chrysobactin

  • Isolation, characterization, and synthesis of chrysobactin, a compound with siderophore activity from Erwinia chrysanthemi [1].
 

High impact information on Chrysobactin

  • Lastly, we have shown SufBCD to be essential for iron acquisition via chrysobactin, a siderophore of major importance in virulence [2].
  • We began this work by sequencing the 5'-upstream region of the fct-cbsCEBA operon, which encodes the ferric chrysobactin receptor and proteins involved in synthesis of the catechol moiety [3].
  • Insertional mutagenesis allowed isolation of a regulatory mutant which expressed chrysobactin and two other high-affinity iron transport systems previously characterized in strain 3937, regardless of the iron level [4].
  • In summary, the data show that in the presence of iron, cbr negatively regulates the chrysobactin biosynthetic and transport genes, while under conditions of depletion, cbr is subject to negative autogeneous regulation [4].
  • Genetic analysis of the Erwinia chrysanthemi 3937 chrysobactin iron-transport system: characterization of a gene cluster involved in uptake and biosynthetic pathways [5].
 

Chemical compound and disease context of Chrysobactin

 

Biological context of Chrysobactin

  • Twenty of the twenty-two MudII1734 insertions impairing the chrysobactin iron-assimilation system of Erwinia chrysanthemi 3937 were localized to a 50 kbp genomic insert contained in the R-prime plasmid, R'4 (Enard et al., 1988) [5].
  • We found that neither oxidative stress nor nitric oxide was involved in the plant response to chrysobactin [7].
  • The kinetics of chrysobactin-mediated iron transport were determined to have apparent Km and Vmax values of about 30 nM and of 90 pmol/mg.min, respectively [8].
  • We generated a variety of subclones in high- and low-copy-number vectors from a wild-type recombinant cosmid shown previously to carry the gene cluster fct-cbsA, cbsB, cbsC, cbsE encoding chrysobactin transport and biosynthetic functions, respectively [9].
 

Associations of Chrysobactin with other chemical compounds

 

Analytical, diagnostic and therapeutic context of Chrysobactin

References

  1. Isolation, characterization, and synthesis of chrysobactin, a compound with siderophore activity from Erwinia chrysanthemi. Persmark, M., Expert, D., Neilands, J.B. J. Biol. Chem. (1989) [Pubmed]
  2. SufC: an unorthodox cytoplasmic ABC/ATPase required for [Fe-S] biogenesis under oxidative stress. Nachin, L., Loiseau, L., Expert, D., Barras, F. EMBO J. (2003) [Pubmed]
  3. Chrysobactin-dependent iron acquisition in Erwinia chrysanthemi. Functional study of a homolog of the Escherichia coli ferric enterobactin esterase. Rauscher, L., Expert, D., Matzanke, B.F., Trautwein, A.X. J. Biol. Chem. (2002) [Pubmed]
  4. Negative transcriptional control of iron transport in Erwinia chrysanthemi involves an iron-responsive two-factor system. Expert, D., Sauvage, C., Neilands, J.B. Mol. Microbiol. (1992) [Pubmed]
  5. Genetic analysis of the Erwinia chrysanthemi 3937 chrysobactin iron-transport system: characterization of a gene cluster involved in uptake and biosynthetic pathways. Franza, T., Enard, C., van Gijsegem, F., Expert, D. Mol. Microbiol. (1991) [Pubmed]
  6. Purification of catechol siderophores by boronate affinity chromatography: identification of chrysobactin from Erwinia carotovora subsp. carotovora. Barnes, H.H., Ishimaru, C.A. Biometals (1999) [Pubmed]
  7. Siderophore-mediated upregulation of Arabidopsis ferritin expression in response to Erwinia chrysanthemi infection. Dellagi, A., Rigault, M., Segond, D., Roux, C., Kraepiel, Y., Cellier, F., Briat, J.F., Gaymard, F., Expert, D. Plant J. (2005) [Pubmed]
  8. Ferric iron uptake in Erwinia chrysanthemi mediated by chrysobactin and related catechol-type compounds. Persmark, M., Expert, D., Neilands, J.B. J. Bacteriol. (1992) [Pubmed]
  9. The virulence-associated chrysobactin iron uptake system of Erwinia chrysanthemi 3937 involves an operon encoding transport and biosynthetic functions. Franza, T., Expert, D. J. Bacteriol. (1991) [Pubmed]
  10. Synthesis of optically pure chrysobactin and immunoassay development. Lu, C., Buyer, J.S., Okonya, J.F., Miller, M.J. Biometals (1996) [Pubmed]
 
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