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Ferrioxamine E from Streptomyces antibioticus

suitable for microbiology, ≥95%

Synonym(s):

1,12,23-Trihydroxy-1,6,12,17,23,28-hexaazacyclotritriacontane-2,5,13,16,24,27-hexone Iron(III) complex

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About This Item

Empirical Formula (Hill Notation):
C27H45FeN6O9
CAS Number:
Molecular Weight:
653.53
MDL number:
UNSPSC Code:
41171614
PubChem Substance ID:
NACRES:
NA.85

sterility

non-sterile

Quality Level

assay

≥95% (HPLC)
≥95%

form

powder

loss

≤6% loss on drying

application(s)

environmental
food and beverages

microbiology

Storage temp.

2-8°C

suitability

Salmonella spp.

SMILES string

[Fe+3].[O-]N1CCCCCNC(=O)CCC(=O)N([O-])CCCCCNC(=O)CCC(=O)N([O-])CCCCCNC(=O)CCC1=O

InChI

1S/C27H45N6O9.Fe/c34-22-10-14-26(38)32(41)20-8-3-6-18-30-24(36)12-15-27(39)33(42)21-9-2-5-17-29-23(35)11-13-25(37)31(40)19-7-1-4-16-28-22;/h1-21H2,(H,28,34)(H,29,35)(H,30,36);/q-3;+3

InChI key

MZFKJKOHYACYNT-UHFFFAOYSA-N

General description

Scientifically proven supplement for culture media improves detection of Salmonella, Enterobacter sakazakii and Yersinia enterocolitica .

Ferrioxamine E from Streptomyces antibioticum is a siderophore which facilitates the supply of iron (III), an essential trace element, to bacteria involved in food poisoning, including Salmonella, Enterobacter saka-zakii and Yersinia enterocolitica. It promotes rapid growth by reducing the lag phase in culture media and reactivates dormant bacteria. Use of ferrioxamine E can permit rapid detection of low bacterial cell counts, even from dry products like spices and tea after long storage periods. It is an essential component of quality control efforts in the food industry.

Ferrioxamine E is often used in Buffered Peptone Water, the medium recommended by the ISO-Norms for Enterobacteriacea. Ferrioxamine E also improves the motility of Salmonella, which helps to improve the identification by semisolid selective motility media like SIM, MRSV, DIASSALM or SMS. Ferrioxamine E does not improve growth of Escherichia coli, Shigella, Proteus, Providencia and Morganella species; a feature that makes it a semi-selective compound. The recommended concentration of Ferrioxamine E to promote bacterial growth is between 5 and 200 ng/mL
The ferrioxamines are basically metabolic products produced by the actinomycetes, and are characterised as ferrioxamines A, B, C, D 1, D2, E, F and G. Generally all ferrioxamines are trihydroxamates and the deferrioxamines are either linear or cyclic (D2 and E).

Application

Supplementation of pre-enrichment broth and enrichment broth media for improved recovery of Salmonella from artificially or naturally contaminated foods

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Prakash Patel et al.
Biochemistry, 49(37), 8033-8042 (2010-08-14)
Under iron limitation, the Gram-positive bacterium Streptomyces coelicolor A3(2) excretes three siderophores of the hydroxamate type: desferrioxamine B, desferrioxamine E, and coelichelin. These sequester iron from insoluble ferric hydroxides, and the resulting ferric complexes are believed to be transported into
R A Kingsley et al.
Applied and environmental microbiology, 65(4), 1610-1618 (1999-04-02)
Utilization of ferrioxamines as sole sources of iron distinguishes Salmonella enterica serotypes Typhimurium and Enteritidis from a number of related species, including Escherichia coli. Ferrioxamine supplements have therefore been used in preenrichment and selection media to increase the bacterial growth
R Reissbrodt et al.
International journal of food microbiology, 29(1), 81-91 (1996-02-01)
Supplementation of pre-enrichment broth and enrichment broth media with ferrioxamine E (1 microgram/ml) significantly improved the recovery of Salmonella from artificially or naturally contaminated foods. Based on the selectivity of ferrioxamine E, Salmonella enteritidis and S. typhimurium could be isolated
G Thammasuvimol et al.
Journal of food protection, 69(3), 634-638 (2006-03-18)
Utilization of ferrioxamine E (FE) as a sole source of iron distinguishes Salmonella from a number of related species, including Escherichia coli. FE is not able to serve as a source of iron for E. coli or the Proteus-Providencia-Morganella group.
Bradley L Bearson et al.
Microbial pathogenesis, 48(6), 214-219 (2010-03-17)
Salmonella enterica serovar Typhimurium (S. Typhimurium) responds to the catecholamine, norepinephrine by increasing bacterial growth and enhancing motility. In this study, iron with or without the siderophore, ferrioxamine E also enhanced bacterial motility. Iron-enhanced motility was growth-rate dependent, while norepinephrine-enhanced

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