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ferrichrome
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ferrichrome

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Ferrichrome is a cyclic hexa-peptide that forms a complex with iron atoms. It is a siderophore composed of three glycine and three modified ornithine residues with hydroxamate groups [-N(OH)C(=O)C-]. The 6 oxygen atoms from the three hydroxamate groups bind Fe(III) in near perfect octahedral coordination.

Wikidata facts

Mass
740.23023
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Commons category
Ferrichrome
chemical formula
C₂₇H₄₂FeN₉O₁₂
canonical SMILES
CC(=O)N(CCCC1C(=O)NC(C(=O)NC(C(=O)NCC(=O)NCC(=O)NCC(=O)N1)CCCN(C(=O)C)[O-])CCCN(C(=O)C)[O-])[O-].[Fe+3]
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6 sections
Contents
  • Biological function
  • Uptake
  • Siderophore binding
  • FhuA uptake mechanism
  • See also
  • References

Ferrichrome is a cyclic hexa-peptide that forms a complex with iron atoms. It is a siderophore composed of three glycine and three modified ornithine residues with hydroxamate groups [-N(OH)C(=O)C-]. The 6 oxygen atoms from the three hydroxamate groups bind Fe(III) in near perfect octahedral coordination.

Ferrichrome was first isolated in 1952, and has been found to be produced by fungi of the genera Aspergillus, Ustilago, and Penicillium. However, at the time there was no understanding regarding its involvement and contribution to iron transport. It was not until 1957 because of Joe Neilands' work, where he first noted that Ferrichrome was able to act as an iron transport agent.

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