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Effect of methoxy substituents on fluorescent Zn2+/Cd2+ selectivity of bisquinoline derivatives with a N,N'-dimethylalkanediamine skeleton.
Mikata, Yuji; Tanaka, Marin; Yasuda, Saori; Tsuruta, Aya; Hagiwara, Taeka; Konno, Hideo; Matsuo, Takashi.
Afiliación
  • Mikata Y; Laboratory for Molecular & Functional Design, Department of Engineering, Nara Women's University, Nara 630-8506, Japan. mikata@cc.nara-wu.ac.jp.
  • Tanaka M; KYOUSEI Science Center, Nara Women's University, Nara 630-8506, Japan.
  • Yasuda S; Department of Chemistry, Biology, and Environmental Science, Faculty of Science, Nara Women's University, Nara 630-8506, Japan.
  • Tsuruta A; Cooperative Major in Human Centered Engineering, Nara Women's University, Nara 630-8506, Japan.
  • Hagiwara T; Department of Chemistry, Biology, and Environmental Science, Faculty of Science, Nara Women's University, Nara 630-8506, Japan.
  • Konno H; Department of Chemistry, Biology, and Environmental Science, Faculty of Science, Nara Women's University, Nara 630-8506, Japan.
  • Matsuo T; Department of Chemistry, Biology, and Environmental Science, Faculty of Science, Nara Women's University, Nara 630-8506, Japan.
Dalton Trans ; 52(22): 7411-7420, 2023 Jun 06.
Article en En | MEDLINE | ID: mdl-37010895
BQDMEN (N,N'-bis(2-quinolylmethyl)-N,N'-dimethylethylenediamine) and its 6-methoxyquinoline derivative (6-MeOBQDMEN) are fluorescent Zn2+ sensors with minor response to Cd2+ (IZn/ICd = 3.9 for BQDMEN and IZn/ICd = 2.2 for 6-MeOBQDMEN in the presence of 1 equiv. of metal ion). Nevertheless, the introduction of three methoxy substituents at the 5,6,7-position of both quinoline rings of BQDMEN reversed the fluorescent metal ion selectivity to favor Cd2+ (IZn/ICd = 0.22 for TriMeOBQDMEN in the presence of 1 equiv. of metal ion). This reversal of Zn2+/Cd2+ preference in fluorescence enhancement by trimethoxy substitution was also valid for 1,3-propanediamine derivatives. The X-ray crystallography, ESI-MS, fluorescence lifetime and pH profile of the fluorescence intensity suggest that the dinuclear cadmium complex is a key component of the fluorescent Cd2+ selectivity in TriMeOBQDMEN.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Dalton Trans Asunto de la revista: QUIMICA Año: 2023 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Reino Unido
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
Buscar en Google

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Dalton Trans Asunto de la revista: QUIMICA Año: 2023 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Reino Unido