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Ferrichrome A

Base Information
  • Chemical Name:Ferrichrome A
  • CAS No.:15258-80-7
  • Deprecated CAS:30898-49-8,37-44-5
  • Molecular Formula:C41H58 Fe N9 O20
  • Molecular Weight:1052.79252
  • Hs Code.:
  • European Community (EC) Number:239-301-9
  • DSSTox Substance ID:DTXSID201336337
  • Wikipedia:Ferrichrome_A
  • Mol file:15258-80-7.mol
Ferrichrome A

Synonyms:ferrichrome A;ferrichrome A potassium salt

Suppliers and Price of Ferrichrome A
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
Total 5 raw suppliers
Chemical Property of Ferrichrome A
Chemical Property:
  • Boiling Point:°Cat760mmHg 
  • Flash Point:°C 
  • Density:g/cm3 
  • Storage Temp.:2-8°C 
  • Hydrogen Bond Donor Count:11
  • Hydrogen Bond Acceptor Count:20
  • Rotatable Bond Count:23
  • Exact Mass:1052.314746
  • Heavy Atom Count:71
  • Complexity:2040
Purity/Quality:

99% *data from raw suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:
Useful:
  • Canonical SMILES:CC(=CC(=O)N(CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)N1)CO)CO)CCCN(C(=O)C=C(C)CC(=O)O)[O-])CCCN(C(=O)C=C(C)CC(=O)O)[O-])[O-])CC(=O)O.[Fe+3]
  • Isomeric SMILES:C/C(=C/C(=O)N(CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)N1)CO)CO)CCCN(C(=O)/C=C(/C)\CC(=O)O)[O-])CCCN(C(=O)/C=C(\C)/CC(=O)O)[O-])[O-])/CC(=O)O.[Fe+3]
  • Uses Growth-promoting factor in medicine.
Refernces

Iron Uptake Oxidoreductase (IruO) Uses a Flavin Adenine Dinucleotide Semiquinone Intermediate for Iron-Siderophore Reduction

10.1021/acschembio.7b00203

This research investigates the role of IruO, an FAD-containing NADPH-dependent reductase from Staphylococcus aureus, in iron-siderophore reduction. The study demonstrates that IruO binds and reduces hydroxamate-type siderophores desferrioxamine B and ferrichrome A with low micromolar affinity, releasing Fe(II) in the presence of NADPH. The crystal structures of IruO were solved in two distinct conformational states mediated by the formation of an intramolecular disulfide bond, revealing a putative siderophore binding site adjacent to the FAD cofactor. Visible spectroscopy of anaerobically reduced IruO showed that the reaction proceeds by a single electron transfer mechanism through an FAD semiquinone intermediate. FAD (flavin adenine dinucleotide) cofactor in IruO is involved in electron transfer during the reduction of Fe(III) siderophores. The study proposes a model for single electron siderophore reduction by IruO using NADPH and suggests that the intramolecular disulfide bond in IruO may have a physiological role to limit iron release under oxidative stress conditions.

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