The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)


Chemical Compound Review

ferrioxamine B     N-[5-[3-(5-aminopentyl- oxido...

Synonyms: AC1L3XEV, AR-1J2573
This record was replaced with 123852.
Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of N'-[5-(acetyl-oxido-amino)pentyl]-N-[5-[3-(5-aminopentyl-oxido-carbamoyl)propanoylamino]pentyl]-N-oxido-butanediamide


High impact information on N'-[5-(acetyl-oxido-amino)pentyl]-N-[5-[3-(5-aminopentyl-oxido-carbamoyl)propanoylamino]pentyl]-N-oxido-butanediamide

  • This enabled us to identify iron uptake gene clusters that likely serve in transport of ferric citrate and ferrioxamine [5].
  • Mean +/- SEM steady state concentrations of desferrioxamine B + ferrioxamine were 6.90 +/- 0.60 mumol/L at 36 hours and 7.72 +/- 0.68 mumol/L at 72 hours; in vitro, the ID50 has been reported to be approximately 4 to 20 mumol/L [6].
  • In addition, pretreatment of cells with desferrioxamine, but not ferrioxamine, blocked the FeTF-induced increase in PKC-beta transcripts [7].
  • One of these, Arn3p/Sit1p, facilitates the uptake of ferrioxamine B, a siderophore of the hydroxamate class [8].
  • Analogues 1a and 1d were utilized by the ferrioxamine B uptake system (FoxA), while 1b and 1c either used different uptake systems or were transported to the microbial cell nonspecifically by diffusion via the cell membrane [3].

Chemical compound and disease context of N'-[5-(acetyl-oxido-amino)pentyl]-N-[5-[3-(5-aminopentyl-oxido-carbamoyl)propanoylamino]pentyl]-N-oxido-butanediamide


Biological context of N'-[5-(acetyl-oxido-amino)pentyl]-N-[5-[3-(5-aminopentyl-oxido-carbamoyl)propanoylamino]pentyl]-N-oxido-butanediamide


Anatomical context of N'-[5-(acetyl-oxido-amino)pentyl]-N-[5-[3-(5-aminopentyl-oxido-carbamoyl)propanoylamino]pentyl]-N-oxido-butanediamide


Associations of N'-[5-(acetyl-oxido-amino)pentyl]-N-[5-[3-(5-aminopentyl-oxido-carbamoyl)propanoylamino]pentyl]-N-oxido-butanediamide with other chemical compounds


Gene context of N'-[5-(acetyl-oxido-amino)pentyl]-N-[5-[3-(5-aminopentyl-oxido-carbamoyl)propanoylamino]pentyl]-N-oxido-butanediamide

  • Sed1p interacts with Arn3p physically and mediates ferrioxamine B uptake in Saccharomyces cerevisiae [26].
  • A combination of preenrichment in buffered peptone water supplemented with ferrioxamine E and amplification of iroB by magnetic immuno-PCR allowed detection of S. enterica in albumen within 24 h [27].
  • However, only the transport of ferrioxamine G was dependent on the energy-transducing protein TonB, since growth stimulation of a tonB strain by ferrioxamines B and E was observed, albeit at lower efficiencies than in the parental strain [28].
  • Expression of the inner membrane protein FoxB (PA2465) of Pseudomonas aeruginosa in mutants of Sinorhizobium meliloti that are defective in the utilization of ferrichrome, ferrioxamine B, and schizokinen resulted in the restoration of siderophore utilization [10].
  • The iron- and cAMP-regulated gene SIT1 influences ferrioxamine B utilization, melanization and cell wall structure in Cryptococcus neoformans [29].

Analytical, diagnostic and therapeutic context of N'-[5-(acetyl-oxido-amino)pentyl]-N-[5-[3-(5-aminopentyl-oxido-carbamoyl)propanoylamino]pentyl]-N-oxido-butanediamide

  • Analysis of water microcosms with the Bioscreen C apparatus confirmed that these supplements enhanced recovery of cells in stressed populations; enterobacterial autoinducer was the most effective, promoting resuscitation in populations that were so heavily stressed that ferrioxamine E or Oxyrase had no effect [30].
  • Determination of desferoxamine and ferrioxamine by high-performance liquid chromatography with direct serum injection and pre-column enrichment [31].
  • Ferrioxamine as a magnetic resonance contrast agent. Preclinical studies and phase I and II human clinical trials [32].
  • Validated HPLC assay for iron determination in biological matrices based on ferrioxamine formation [33].


  1. Iron chelates bind nitric oxide and decrease mortality in an experimental model of septic shock. Kazmierski, W.M., Wolberg, G., Wilson, J.G., Smith, S.R., Williams, D.S., Thorp, H.H., Molina, L. Proc. Natl. Acad. Sci. U.S.A. (1996) [Pubmed]
  2. Ferrioxamine uptake in Yersinia enterocolitica: characterization of the receptor protein FoxA. Bäumler, A.J., Hantke, K. Mol. Microbiol. (1992) [Pubmed]
  3. Ferrioxamine B analogues: targeting the FoxA uptake system in the pathogenic Yersinia enterocolitica. Kornreich-Leshem, H., Ziv, C., Gumienna-Kontecka, E., Arad-Yellin, R., Chen, Y., Elhabiri, M., Albrecht-Gary, A.M., Hadar, Y., Shanzer, A. J. Am. Chem. Soc. (2005) [Pubmed]
  4. Urinary and biliary excretion of aluminoxamine and ferrioxamine in dogs with various renal function. D'Haese, P.C., Lamberts, L.V., Verpooten, G.A., Vaneerdeweg, W., Jurgens, A., Arakelian, S., Babloyan, A., Digenis, P., Tjalma, W., De Broe, M.E. Kidney Int. (1994) [Pubmed]
  5. Iron and Pseudomonas aeruginosa biofilm formation. Banin, E., Vasil, M.L., Greenberg, E.P. Proc. Natl. Acad. Sci. U.S.A. (2005) [Pubmed]
  6. Iron chelation with desferrioxamine B in adults with asymptomatic Plasmodium falciparum parasitemia. Gordeuk, V.R., Thuma, P.E., Brittenham, G.M., Zulu, S., Simwanza, G., Mhangu, A., Flesch, G., Parry, D. Blood (1992) [Pubmed]
  7. Induction of protein kinase C mRNA in cultured lymphoblastoid T cells by iron-transferrin but not by soluble iron. Alcantara, O., Javors, M., Boldt, D.H. Blood (1991) [Pubmed]
  8. Siderophore-iron uptake in saccharomyces cerevisiae. Identification of ferrichrome and fusarinine transporters. Yun, C.W., Tiedeman, J.S., Moore, R.E., Philpott, C.C. J. Biol. Chem. (2000) [Pubmed]
  9. The heterologous siderophores ferrioxamine B and ferrichrome activate signaling pathways in Pseudomonas aeruginosa. Llamas, M.A., Sparrius, M., Kloet, R., Jiménez, C.R., Vandenbroucke-Grauls, C., Bitter, W. J. Bacteriol. (2006) [Pubmed]
  10. FoxB of Pseudomonas aeruginosa Functions in the Utilization of the Xenosiderophores Ferrichrome, Ferrioxamine B, and Schizokinen: Evidence for Transport Redundancy at the Inner Membrane. O Cu??v, P., Keogh, D., Clarke, P., O'connell, M. J. Bacteriol. (2007) [Pubmed]
  11. Rapid, contrast-enhanced, diuretic magnetic resonance imaging of unilateral partial ureteral obstruction. An experimental study in micropigs. Tzika, A.A., Thurnher, S., Hricak, H., Price, D.C., Arrive, L., Aboseif, S., Engelstad, B.L., Rector, F.C. Investigative radiology. (1989) [Pubmed]
  12. Identification of an AraC-like regulator gene required for induction of the 78-kDa ferrioxamine B receptor in Vibrio vulnificus. Tanabe, T., Takata, N., Naka, A., Moon, Y.H., Nakao, H., Inoue, Y., Narimatsu, S., Yamamoto, S. FEMS Microbiol. Lett. (2005) [Pubmed]
  13. Effect of siderophores on virulence of Neisseria gonorrhoeae. Finkelstein, R.A., Yancey, R.J. Infect. Immun. (1981) [Pubmed]
  14. Prooxidant activity of ferrioxamine in isolated rat hepatocytes and linoleic acid micelles. Bergamini, S., Rota, C., Staffieri, M., Tomasi, A., Iannone, A. Chem. Res. Toxicol. (1999) [Pubmed]
  15. SufS is a NifS-like protein, and SufD is necessary for stability of the [2Fe-2S] FhuF protein in Escherichia coli. Patzer, S.I., Hantke, K. J. Bacteriol. (1999) [Pubmed]
  16. Expression of multiple genes regulating cell cycle and apoptosis in differentiating hematopoietic cells is dependent on iron. Alcantara, O., Kalidas, M., Baltathakis, I., Boldt, D.H. Exp. Hematol. (2001) [Pubmed]
  17. Analysis of the Erwinia chrysanthemi ferrichrysobactin receptor gene: resemblance to the Escherichia coli fepA-fes bidirectional promoter region and homology with hydroxamate receptors. Sauvage, C., Franza, T., Expert, D. J. Bacteriol. (1996) [Pubmed]
  18. Chelation of transferrin iron by desferrioxamine in K562 cells. The partition of iron between ferrioxamine and ferritin. Roberts, S., Bomford, A. Biochem. J. (1988) [Pubmed]
  19. Microsomal reduction of low-molecular-weight Fe3+ chelates and ferritin: enhancement by adriamycin, paraquat, menadione, and anthraquinone 2-sulfonate and inhibition by oxygen. Vile, G.F., Winterbourn, C.C. Arch. Biochem. Biophys. (1988) [Pubmed]
  20. An ovine model of maternal iron poisoning in pregnancy. Curry, S.C., Bond, G.R., Raschke, R., Tellez, D., Wiggins, D. Annals of emergency medicine. (1990) [Pubmed]
  21. Desferrioxamine-mediated iron uptake in Saccharomyces cerevisiae. Evidence for two pathways of iron uptake. Yun, C.W., Ferea, T., Rashford, J., Ardon, O., Brown, P.O., Botstein, D., Kaplan, J., Philpott, C.C. J. Biol. Chem. (2000) [Pubmed]
  22. Crystal and molecular structures of ionophore-siderophore host-guest supramolecular assemblies relevant to molecular recognition. Dhungana, S., White, P.S., Crumbliss, A.L. J. Am. Chem. Soc. (2003) [Pubmed]
  23. Siderophore and haem iron use by Tritrichomonas foetus. Sutak, R., Chamot, C., Tachezy, J., Camadro, J.M., Lesuisse, E. Microbiology (Reading, Engl.) (2004) [Pubmed]
  24. Electrospray ionisation-mass spectrometry of hydroxamate siderophores. Gledhill, M. The Analyst. (2001) [Pubmed]
  25. Effects of the magnetic resonance contrast medium ferrioxamine methanesulfonate on systemic and renal hemodynamics in the anesthetized dog. Niedrach, W.L., Tonetti, F.W., Katzberg, R.W., Morris, T.W., Ventura, J.A., Totterman, S., Cos, L.R. Investigative radiology. (1988) [Pubmed]
  26. Sed1p interacts with Arn3p physically and mediates ferrioxamine B uptake in Saccharomyces cerevisiae. Park, Y.S., Jeong, H.S., Sung, H.C., Yun, C.W. Curr. Genet. (2005) [Pubmed]
  27. Rapid detection of Salmonella enterica with primers specific for iroB. Bäumler, A.J., Heffron, F., Reissbrodt, R. J. Clin. Microbiol. (1997) [Pubmed]
  28. Ferrioxamine-mediated Iron(III) utilization by Salmonella enterica. Kingsley, R.A., Reissbrodt, R., Rabsch, W., Ketley, J.M., Tsolis, R.M., Everest, P., Dougan, G., Bäumler, A.J., Roberts, M., Williams, P.H. Appl. Environ. Microbiol. (1999) [Pubmed]
  29. The iron- and cAMP-regulated gene SIT1 influences ferrioxamine B utilization, melanization and cell wall structure in Cryptococcus neoformans. Tangen, K.L., Jung, W.H., Sham, A.P., Lian, T., Kronstad, J.W. Microbiology (Reading, Engl.) (2007) [Pubmed]
  30. Resuscitation of Salmonella enterica serovar typhimurium and enterohemorrhagic Escherichia coli from the viable but nonculturable state by heat-stable enterobacterial autoinducer. Reissbrodt, R., Rienaecker, I., Romanova, J.M., Freestone, P.P., Haigh, R.D., Lyte, M., Tschäpe, H., Williams, P.H. Appl. Environ. Microbiol. (2002) [Pubmed]
  31. Determination of desferoxamine and ferrioxamine by high-performance liquid chromatography with direct serum injection and pre-column enrichment. van der Horst, A., de Goede, P.N., Willems, H.J., van Loenen, A.C. J. Chromatogr. (1986) [Pubmed]
  32. Ferrioxamine as a magnetic resonance contrast agent. Preclinical studies and phase I and II human clinical trials. Worah, D., Berger, A.E., Burnett, K.R., Cockrill, H.H., Kanal, E., Kendall, C., Leese, P.T., Lyons, K.P., Ross, E., Wolf, G.L. Investigative radiology. (1988) [Pubmed]
  33. Validated HPLC assay for iron determination in biological matrices based on ferrioxamine formation. Tesoro, A., Novakovic, J., Thiessen, J.J., Spino, M. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. (2005) [Pubmed]
WikiGenes - Universities