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dc.contributor.authorKobayashi, Yukaja
dc.contributor.authorOishi, Shinyaja
dc.contributor.authorKobayashi, Kazuyaja
dc.contributor.authorOhno, Hiroakija
dc.contributor.authorTsutsumi, Hirokoja
dc.contributor.authorHata, Yojija
dc.contributor.authorFujii, Nobutakaja
dc.contributor.alternative大石, 真也ja
dc.date.accessioned2013-07-22T02:52:10Z-
dc.date.available2013-07-22T02:52:10Z-
dc.date.issued2013-07-15ja
dc.identifier.issn0968-0896ja
dc.identifier.urihttp://hdl.handle.net/2433/176374-
dc.description.abstractDeferriferrichrysin belongs to the siderophore peptide family which are Fe(III)-coordinating cyclic peptides. The common structure of this family is three consecutive hydroxamate moieties, such as N(δ)-acetyl-N(δ)-hydroxy-l-ornithine (Aho). We have designed two deferriferrichrysin derivatives where three Aho residues were arranged as: cyclo(-Aho-Gly-Aho-Gly-Aho-Gly-) and cyclo(-Aho-Ser-Aho-Ser-Aho-Ser-). Comparative evaluation of the physicochemical properties of their Fe(III) complexes revealed that naturally occurring deferriferrichrysin formed a more stable Fe(III) complex when compared with the two derivatives. This result shows that three consecutive Aho residues are indispensable for high affinity Fe(III) binding by deferriferrichrysin. Of note, the observed pH-dependent chromogenic response of the Fe(III) complexes of the derivatives suggests that these two derivatives should function as sensitive pH indicators in acidic environments.ja
dc.format.mimetypeapplication/pdfja
dc.language.isoengja
dc.publisherElsevier B.V.ja
dc.rights© 2013 Elsevier B.V.ja
dc.rightsThis is not the published version. Please cite only the published version. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。ja
dc.subjectDeferriferrichrysinja
dc.subjectFerrichrome peptideja
dc.subjectHydroxamateja
dc.subjectIron complexja
dc.subjectSiderophoreja
dc.titleSynthesis and functional analysis of deferriferrichrysin derivatives: Application to colorimetric pH indicators.ja
dc.type.niitypeJournal Articleja
dc.identifier.ncidAA10938083ja
dc.identifier.jtitleBioorganic & medicinal chemistryja
dc.identifier.volume21ja
dc.identifier.issue14ja
dc.identifier.spage4296ja
dc.identifier.epage4300ja
dc.relation.doi10.1016/j.bmc.2013.04.078ja
dc.textversionauthorja
dc.identifier.pmid23721918ja
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