Ferrioxamine E
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| Category | Others |
| Catalog number | BBF-03520 |
| CAS | 20008-20-2 |
| Molecular Weight | 653.52 |
| Molecular Formula | C27H45FeN6O9 |
| Purity | 95% |
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Description
Ferrioxamines are trihydroxamic acid iron (ID) complexes produced by Streptomyces pilosus. Ferrioxamine E is active against gram-positive bacteria and has a growth regulation effect.
Specification
| Synonyms | iron(+3) cation; 1,12,23-trioxido-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone |
| Storage | 2-8°C |
| IUPAC Name | iron(3+);1,12,23-trioxido-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone |
| Canonical SMILES | C1CCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CC1)[O-])[O-])[O-].[Fe+3] |
| InChI | 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 |
Properties
| Antibiotic Activity Spectrum | Gram-positive bacteria |
Reference Reading
1.Studies on the redox characteristics of ferrioxamine E.
Kazmi SA1, Shorter AL, McArdle JV, Ashiq U, Jamal RA. Chem Biodivers. 2010 Mar;7(3):656-65. doi: 10.1002/cbdv.200900031.
Thermodynamic parameters for the reduction of ferrioxamine E as calculated from redox potentials determined at four different temperatures were found to be DeltaH( not equal)=7.1+/-3.4 kJ mol(-1) and DeltaS( not equal)=-146 J mol(-1) K(-1). The negative entropy value is large, because the decrease in the charge at the metal center and an increase in its ionic radius force the structure of the complex to become less rigid and resemble the desferrisiderophore. The hydrophilic groups of the system are now (relatively more) available for solvent interaction. Thus, a large negative entropy change accompanies the reduction of the complex. Kinetics of reduction of ferrioxamine by V(II), Cr(II), Eu(II), and dithionite were measured at different temperatures and by dithionite at different pH values. The Cr(II) and Eu(II) reactions proceed by an inner-sphere mechanism and have second-order rate constants at 25 degrees of 1.37x10(4) and 1.23x10(5) M(-1) s(-1), respectively.
2.68Ga-triacetylfusarinine C and 68Ga-ferrioxamine E for Aspergillus infection imaging: uptake specificity in various microorganisms.
Petrik M1, Haas H, Laverman P, Schrettl M, Franssen GM, Blatzer M, Decristoforo C. Mol Imaging Biol. 2014 Feb;16(1):102-8. doi: 10.1007/s11307-013-0654-7.
PURPOSE: (68)Ga-triacetylfusarinine C ((68)Ga-TAFC) and (68)Ga-ferrioxamine E ((68)Ga-FOXE) showed excellent targeting properties in Aspergillus fumigatus rat infection model. Here, we report on the comparison of specificity towards different microorganisms and human lung cancer cells (H1299).
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
