Photoinduced electron transfer between cytochrome c and a novel 1, 4, 5, 8-naphthalenetetracarboxylic diimide with amphiphilic character

Autor(es)

Figueiredo, K. M. ^[1] ; Marcon, R. de O. ; Campos, I. B. ; Nantes, I. L. ; Brochsztain. S.

Afiliação do(s) autor(es)

^[1] Universidade de Mogi das Cruzes (UMC). Centro Interdisciplinar de Investigação Bioquímica - Brasil

• Tipo de documento: Artigo Científico
• Fonte: JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY; v. 79, n. 1, p. 1-9, Apr. 2005.
• Área do conhecimento: Ciências Exatas e da Terra - Química
• Assunto(s): Ciclodextrinas Imidas

Resumo

N-dodecyl-N¡ä-(2-phosphonoethyl)-1,4,5,8-naphthalenetetracarboxylic diimide (DNDI) is a novel naphthalenic diimide with amphiphilic character. DNDI was synthesized through the sequential reaction of 1,4,5,8-naphthalenetetracarboxylic dianhydride, first with dodecylamine and then with 2-aminoethylphosphonic acid. Fluorescence measurements showed that DNDI forms excimers in water at sufficiently high concentrations. The fluorescence quantum yield of DNDI in diluted solutions is sensitive to the polarity of the microenvironment, decreasing as going from water to less polar solvents. This property allowed to monitor the incorporation of DNDI into cetyl trimethyl ammonium bromide (CTAB) micelles, with a binding constant of 1.2 ¡Á 104 M−1. UV irradiation (365 nm) of solutions containing DNDI and the redox protein cytochrome c (cyt c) resulted in the reduction of the heme iron from the Fe(III) to the Fe(II) state, a reaction that was inhibited by the incorporation of DNDI into CTAB micelles. DNDI formed host¨Cguest complexes with ¦Á-cyclodextrin (¦Á-CD) through the inclusion of the dodecyl group, resulting in an increased aqueous solubility of the compound. (AU)

• Processo FAPESP: 03/10192-2 - Sintese de rotaxanos fluorescentes contendo imidas aromaticas e ciclodextrinas.
• Beneficiário: Rodrigo de Oliveira Marcon
• Modalidade de apoio: Bolsas no Brasil - Mestrado
• Processo FAPESP: 01/12033-3 - Preparacao de filmes automontados de imidas aromaticas sobre particulas de silica-gel.
• Beneficiário: Ivana Barros de Campos
• Modalidade de apoio: Bolsas no Brasil - Iniciação Científica
• Processo FAPESP: 98/13659-9 - Atividade peroxidática de citocromos sobre hidroperóxidos, compostos carbonílicos, bases de Schiff e lipídios de membrana: produção de espécies excitadas e radicais livres
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• Modalidade de apoio: Auxílio à Pesquisa - Jovens Pesquisadores
• Processo FAPESP: 99/07114-2 - Síntese e caracterização de novos materiais compostos de imidas aromáticas
• Beneficiário: Sergio Brochsztain
• Modalidade de apoio: Auxílio à Pesquisa - Jovens Pesquisadores