ferrichrome

フェリクローム、フェリクロム

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/03/17 21:15:31」(JST)

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Not to be confused with ferrochrome.

Ferrichrome
Ferrichrome (sticks) bound to an iron atom (orange)
IUPAC name N-[3-[4,16-bis[3-[acetyl(oxido)amino]propyl]-2,5,8,11,14,17-hexaoxo-3,6,9,12,15,18-hexazacyclooctadec-1-yl]propyl]-N-oxidoacetamide; iron(3+)
Identifiers
CAS number	15630-64-5 Y
PubChem	27424
Jmol-3D images	Image 1
SMILES CC(=O)N(CCCC1C(=O)NC(C(=O)NC(C(=O)NCC(=O)NCC(=O)NCC(=O)N1)CCCN(C(=O)C)[O-])CCCN(C(=O)C)[O-])[O-].[Fe+3]
Properties
Molecular formula	C27H42FeN9O12
Molar mass	740.52 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Ferrichrome is a cyclic hexa-peptide that forms a complex with iron atoms. It is a siderophore composed of three glycine and three modified ornithine residues with hydroxamate groups [-N(OH)C(=O)C-]. The 6 oxygen atoms from the three hydroxamate groups bind Fe(III) in near perfect octahedral coordination.

Ferrichrome was first isolated in 1952, has been found to be produced by fungi of the genera Aspergillus, Ustilago, and Penicillium.

References

English Journal

• Transcriptional Profiling of the Iron Starvation Response in Bordetella pertussis Provides New Insights into Siderophore Utilization and Virulence Gene Expression.

• Brickman TJ, Cummings CA, Liew SY, Relman DA, Armstrong SK.SourceUniversity of Minnesota, Department of Microbiology, MMC 196, 420 Delaware St. S.E., Minneapolis, MN 55455-0312. armst018@umn.edu.
• Journal of bacteriology.J Bacteriol.2011 Sep;193(18):4798-812. Epub 2011 Jul 8.
• Serological studies of patients with pertussis and the identification of antigenic Bordetella pertussis proteins support the hypothesis that B. pertussis perceives an iron starvation cue and expresses multiple iron source utilization systems in its natural human host environment. Furthermore, previo
• PMID 21742863

• TonB-dependent outer-membrane proteins and siderophore utilization in Pseudomonas fluorescens Pf-5.

• Hartney SL, Mazurier S, Kidarsa TA, Quecine MC, Lemanceau P, Loper JE.SourceDepartment of Botany and Plant Pathology, Oregon State University, 2082 Cordley Hall, Corvallis, OR 97331, USA.
• Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine.Biometals.2011 Apr;24(2):193-213. Epub 2010 Nov 16.
• The soil bacterium Pseudomonas fluorescens Pf-5 produces two siderophores, a pyoverdine and enantio-pyochelin, and its proteome includes 45 TonB-dependent outer-membrane proteins, which commonly function in uptake of siderophores and other substrates from the environment. The 45 proteins share the c
• PMID 21080032

Japanese Journal

• Identification and Characterization of Genes Required for Utilization of Desferri-Ferrichrome and Aerobactin in Vibrio parahaemolyticus(Highlighted paper selected by Editor-in-chief,Microbiology)

• FUNAHASHI Tatsuya,TANABE Tomotaka,SHIUCHI Keiichi,NAKAO Hiroshi,YAMAMOTO Shigeo
• Biological & pharmaceutical bulletin 32(3), 359-365, 2009-03-01
• … During the course of our investigation on the iron acquisition systems in Vibrio parahaemolyticus, a causative agent of seafood-related gastroenteritis, we found that this species utilizes desferri-ferrichrome for growth as a heterologous siderophore (a siderophore produced by other bacteria and fungi) under iron-limiting conditions. …
• NAID 110007122740

• α-シクロデキストリンを基体とするフェリクロム類似Fe^<3+>錯体のキラリティーに及ぼす溶媒効果

• 堀 友治,玉垣 誠三
• 日本化学会誌 : 化学と工業化学 = Journal of the Chemical Society of Japan : chemistry and industrial chemistry 1998(9), 602-608, 1998-09-10
• NAID 10001981446

Related Links

• Ferrichrome - Wikipedia, the free encyclopedia

Ferrichrome. From Wikipedia, the free encyclopedia. Jump to: navigation, search. Not to be confused with ferrochrome. Ferrichrome. IUPAC name. N-[3-[4,16-bis[3- [acetyl(oxido)amino]propyl]-2,5,8,11,14,17-hexaoxo-3,6,9,12,15 ...

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