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Merck
CN

38266

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
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
41171614
MDL number:
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Product Name

Ferrioxamine E from Streptomyces antibioticus, suitable for microbiology, ≥95%

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

SMILES string

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

InChI key

MZFKJKOHYACYNT-UHFFFAOYSA-N

sterility

non-sterile

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.

Quality Level

Application

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

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).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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H Heinonen-Tanski et al.
Microbiological research, 155(1), 65-68 (2000-06-01)
The effect of a siderophoric compound, ferrioxamine E, in the pre-enrichment broth on determining of Salmonella infantis in environmental samples was tested with combination of various pre-enrichment times and enrichment temperatures of 37 and 43 degrees C. Ferrioxamine E slightly
The crystal structure of ferrioxamine E
Helm VD
Journal of the American Chemical Society, 98 (1) (1976)
R Reissbrodt et al.
Zentralblatt fur Bakteriologie : international journal of medical microbiology, 279(3), 344-353 (1993-08-01)
Salmonella can overcome the iron limitation of iron-limited nutrient media and albumen by utilizing the siderophores ferrioxamine E and G und grow. 14 out of 18 food-poisoning Salmonella strains of different serotypes stored in hen's egg albumen (approx. 2 organisms/ml)
R Reissbrodt et al.
Applied and environmental microbiology, 68(10), 4788-4794 (2002-09-27)
Salmonella enterica serovar Typhimurium and enterohemorrhagic Escherichia coli were stressed by prolonged incubation in water microcosms until it was no longer possible to observe colony formation when samples were plated on nonselective medium. Overnight incubation of samples in nutrient-rich broth
Milos Petrik et al.
European journal of nuclear medicine and molecular imaging, 39(7), 1175-1183 (2012-04-25)
Invasive pulmonary aspergillosis is mainly caused by Aspergillus fumigatus, and is one of the major causes of morbidity and mortality in immunocompromised patients. The mortality associated with invasive pulmonary aspergillosis remains high, mainly due to the difficulties and limitations in

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