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Please use this identifier to cite or link to this item: http://acervodigital.unesp.br/handle/11449/20170
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dc.contributor.authorPedrolli, Danielle B.-
dc.contributor.authorNakanishi, Shinobu-
dc.contributor.authorBarile, Maria-
dc.contributor.authorMansurova, Madina-
dc.contributor.authorCarmona, Eleonora C.-
dc.contributor.authorLux, Andreas-
dc.contributor.authorGaertner, Wolfgang-
dc.contributor.authorMack, Matthias-
dc.date.accessioned2013-09-30T18:47:31Z-
dc.date.accessioned2014-05-20T13:56:26Z-
dc.date.accessioned2016-10-25T17:05:45Z-
dc.date.available2013-09-30T18:47:31Z-
dc.date.available2014-05-20T13:56:26Z-
dc.date.available2016-10-25T17:05:45Z-
dc.date.issued2011-12-15-
dc.identifierhttp://dx.doi.org/10.1016/j.bcp.2011.08.029-
dc.identifier.citationBiochemical Pharmacology. Oxford: Pergamon-Elsevier B.V. Ltd, v. 82, n. 12, p. 1853-1859, 2011.-
dc.identifier.issn0006-2952-
dc.identifier.urihttp://hdl.handle.net/11449/20170-
dc.identifier.urihttp://acervodigital.unesp.br/handle/11449/20170-
dc.description.abstractThe non-pathogenic Gram-positive soil bacterium Streptomyces davawensis synthesizes the riboflavin (vitamin B(2)) analogs roseoflavin (RoF) and 8-demethyl-8-amino-riboflavin (AF). Both compounds are antibiotics. Notably, a number of other riboflavin analogs are currently under investigation with regard to the development of novel antiinfectives. As a first step towards understanding the metabolism of riboflavin analogs in humans, the key enzymes flavokinase (EC 2.7.1.26) and FAD synthetase (EC 2.7.7.2) were studied. Human flavokinase efficiently converted RoF and AF to roseoflavin mononucleotide (RoFMN) and 8-demethyl-8-amino-riboflavin mononucleotide (AFMN), respectively. Human FAD synthetase accepted RoFMN but not AFMN as a substrate. Consequently, roseoflavin adenine dinucleotide (RoFAD) was synthesized by the latter enzyme but not 8-demethyl-8-amino-riboflavin adenine dinucleotide (AFAD). The cofactor analogs RoFMN, AFMN and RoFAD have different physicochemical properties as compared to FMN and FAD. Thus, the cofactor analogs have the potential to render flavoenzymes inactive, which may negatively affect human metabolism. RoF, but not AF, was found to inhibit human flavokinase. In summary, we suggest that AF has a lower toxic potential and may be better suited as a lead structure to develop antimicrobial compounds. (C) 2011 Elsevier B.V. All rights reserved.en
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)-
dc.description.sponsorshipDeutscher Akademischer Austauschdienst (DAAD)-
dc.description.sponsorshipItalian MIUR-
dc.format.extent1853-1859-
dc.language.isoeng-
dc.publisherPergamon-Elsevier B.V. Ltd-
dc.sourceWeb of Science-
dc.subjectAntibioticsen
dc.subjectFlavin analogsen
dc.subjectHuman flavokinaseen
dc.subjectHuman FAD synthetaseen
dc.subjectStreptomyces davawensisen
dc.titleThe antibiotics roseoflavin and 8-demethyl-8-amino-riboflavin from Streptomyces davawensis are metabolized by human flavokinase and human FAD synthetaseen
dc.typeoutro-
dc.contributor.institutionHsch Mannheim-
dc.contributor.institutionUniv Bari-
dc.contributor.institutionMax Planck Inst Bioanorgan Chem-
dc.contributor.institutionUniversidade Estadual Paulista (UNESP)-
dc.description.affiliationHsch Mannheim, Inst Tech Mikrobiol, D-68163 Mannheim, Germany-
dc.description.affiliationUniv Bari, Dipartimento Biochim & Biol Mol Ernesto Quagliari, I-70126 Bari, Italy-
dc.description.affiliationMax Planck Inst Bioanorgan Chem, D-45470 Mulheim, Germany-
dc.description.affiliationUniv Estadual Paulista Unesp, Dept Bioquim & Microbiol, Inst Biociencias, BR-13506900 Rio Claro, Brazil-
dc.description.affiliationHsch Mannheim, Inst Mol Zellbiol, D-68163 Mannheim, Germany-
dc.description.affiliationUnespUniv Estadual Paulista Unesp, Dept Bioquim & Microbiol, Inst Biociencias, BR-13506900 Rio Claro, Brazil-
dc.description.sponsorshipIdItalian MIUR: 2008XMBZJL__003-
dc.identifier.doi10.1016/j.bcp.2011.08.029-
dc.identifier.wosWOS:000297142000006-
dc.rights.accessRightsAcesso restrito-
dc.relation.ispartofBiochemical Pharmacology-
dc.identifier.orcid0000-0002-3034-6497pt
Appears in Collections:Artigos, TCCs, Teses e Dissertações da Unesp

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