N-desferriferrichrome

Product Name: N-desferriferrichrome
CAS No.: 34787-28-5
Chemical Name: N-desferriferrichrome
Synonyms: deferrichrome;DesferrichroMe;Deferriferrichrome;Ferrichrome Iron-free;N-desferriferrichrome;Ferrichrome Iron-free from Ustilago sphaerogena;Cyclo(glycylglycylglycyl-N5-acetyl-N5-hydroxy-L-ornithyl-N5-acetyl-N5-hydroxy-L-ornithyl-N5-acetyl-N5-hydroxy-L-ornithyl)
CBNumber: CB61342570
Molecular Formula: C27H45N9O12
Formula Weight: 687.7
MOL File: 34787-28-5.mol

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N-desferriferrichrome Property

Melting point:: 197-203°C
storage temp.: 2-8°C
solubility: DMSO, Methanol
form: Solid
color: White to Off-White

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: F8014
Product name: Ferrichrome Iron-free from Ustilago sphaerogena
Packaging: 1mg
Price: $78.9
Updated: 2025/07/31

Sigma-Aldrich

Product number: F8014
Product name: Ferrichrome Iron-free from Ustilago sphaerogena
Packaging: 5mg
Price: $272
Updated: 2025/07/31

Cayman Chemical

Product number: 19528
Product name: Ferrichrome (iron-free)
Purity: ≥98%
Packaging: 500μg
Price: $46
Updated: 2024/03/01

Cayman Chemical

Product number: 19528
Product name: Ferrichrome (iron-free)
Purity: ≥98%
Packaging: 1mg
Price: $79
Updated: 2024/03/01

Cayman Chemical

Product number: 19528
Product name: Ferrichrome (iron-free)
Purity: ≥98%
Packaging: 5mg
Price: $322
Updated: 2024/03/01

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N-desferriferrichrome Chemical Properties,Usage,Production

Description

Ferrichrome is a hydroxamate siderophore produced by various fungi, including U. sphaerogena, that facilitates iron chelation and uptake by these organisms. It can be utilized as a heterologous siderophore by bacteria, including P. aeruginosa and V. parahaemolyticus. Ferrichrome (0.8 μM) inhibits proliferation of murine spleen mononuclear cells induced by concanavalin A and reduces the number of concanavalin A-stimulated CD4⁺ T cells expressing the IL-2 receptor. It also inhibits heme-catalyzed oxidation of LDL by hydrogen peroxide in a concentration-dependent manner.

Uses

Growth-promoting iron chelator. Ferrichrome iron-free from Ustilago sphaerogena.

Definition

ChEBI: A homodetic cyclic peptide composed from two units of three glycyl and three N5-acetyl-N5-hydroxy-L-ornithyl residues.

Biochem/physiol Actions

Growth-promoting iron chelator

References

[1] EMERY T. Role of ferrichrome as a ferric ionophore in Ustilago sphaerogena[J]. Biochemistry Biochemistry, 1971, 10 8: 1483-1488. DOI: 10.1021/bi00784a033
[2] I AUTENRIETH J H K Hantke. Immunosuppression of the host and delivery of iron to the pathogen: a possible dual role of siderophores in the pathogenesis of microbial infections?[J]. Medical Microbiology and Immunology, 1991, 180 3: 135-141. DOI: 10.1007/bf00206117
[3] ISTVáN PóCSI. Fungal siderophores function as protective agents of LDL oxidation and are promising anti-atherosclerotic metabolites in functional food[J]. Molecular Nutrition & Food Research, 2008, 52 12: 1434-1447. DOI: 10.1002/mnfr.200700467
[4] MéLISSA HANNAUER. The ferrichrome uptake pathway in Pseudomonas aeruginosa involves an iron release mechanism with acylation of the siderophore and recycling of the modified desferrichrome.[J]. Journal of Bacteriology, 2010: 1212-1220. DOI: 10.1128/jb.01539-09
[5] TATSUYA FUNAHASHI. Identification and characterization of genes required for utilization of desferri-ferrichrome and aerobactin in Vibrio parahaemolyticus.[J]. Biological & pharmaceutical bulletin, 2009, 32 3: 359-365. DOI: 10.1248/bpb.32.359

N-desferriferrichrome Preparation Products And Raw materials

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N-desferriferrichrome

DesferrichroMe

Deferriferrichrome

Ferrichrome Iron-free

deferrichrome

Cyclo(glycylglycylglycyl-N5-acetyl-N5-hydroxy-L-ornithyl-N5-acetyl-N5-hydroxy-L-ornithyl-N5-acetyl-N5-hydroxy-L-ornithyl)

Ferrichrome Iron-free from <i>Ustilago sphaerogena</i>

34787-28-5

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