Novel fluorescent Schiff bases as Al3+ sensors with high selectivity and sensitivity, and their bioimaging applications

Jessica Berrones-Reyes, Blanca M. Muñoz-Flores, Alberto Gómez-Treviño, Manuel A. Treto-Suárez, Dayan Páez-Hernández, Eduardo Schott, Ximena Zarate, Víctor M. Jiménez-Pérez

Resultado de la investigación: Article

1 Cita (Scopus)

Resumen

A short set of three new Schiff base chemosensors with high selectivity and sensitivity towards Al3+ over other metal cations in aqueous solution were developed and fully characterized. Compounds (E)-1-((L-glutamine-imino)methyl)naphthalen-2-ol (A), (E)-1-((glucosamine-imino)methyl)naphthalen-2-ol (B), and (E)-3-hydroxy-4-(((2-hydroxynaphthalen-1-yl)methylene)amino)benzoic acid (C) exhibited a significant fluorescence enhancement in the presence of Al3+ over other competitive metal ions with a low detection limit of 0.103, 0.317 and 0.091 μM respectively, much lower than the WHO acceptable limit (0.05 mg/L or 1.85 μM of Al3+) in drinking water. The Schiff base C, shows high sensitivity in aqueous media (Limit of detection, LOD: 0.091 μM) and with a 38-fold (ϕ = 1.64% for Schiff free base; ϕ = 63.91% for Aluminium complex) fluorescence enhancement in the presence of Al3+. The theoretical research has enabled us to rationalize the behaviours of the three selective-sensors to Al3+ synthesized in this work. Based on the design, the amino acid Schiff bases (A) showed good solubility and compatibility with and without Al3+ and some fluorescent bioimaging (FBI) are reported in human epithelial cells Hs27.

Idioma originalEnglish
Páginas (desde-hasta)89-101
Número de páginas13
PublicaciónMaterials Chemistry and Physics
Volumen233
DOI
EstadoPublished - 15 may 2019

Huella dactilar

Schiff Bases
imines
Amino acids
selectivity
Fluorescence
Glucosamine
amino acids
Benzoic acid
sensitivity
sensors
Sensors
Potable water
glutamine
Metal ions
fluorescence
drinking
Benzoic Acid
Solubility
augmentation
Positive ions

ASJC Scopus subject areas

  • Materials Science(all)
  • Condensed Matter Physics

Citar esto

Berrones-Reyes, J., Muñoz-Flores, B. M., Gómez-Treviño, A., Treto-Suárez, M. A., Páez-Hernández, D., Schott, E., ... Jiménez-Pérez, V. M. (2019). Novel fluorescent Schiff bases as Al3+ sensors with high selectivity and sensitivity, and their bioimaging applications. Materials Chemistry and Physics, 233, 89-101. https://doi.org/10.1016/j.matchemphys.2019.05.035
Berrones-Reyes, Jessica ; Muñoz-Flores, Blanca M. ; Gómez-Treviño, Alberto ; Treto-Suárez, Manuel A. ; Páez-Hernández, Dayan ; Schott, Eduardo ; Zarate, Ximena ; Jiménez-Pérez, Víctor M. / Novel fluorescent Schiff bases as Al3+ sensors with high selectivity and sensitivity, and their bioimaging applications. En: Materials Chemistry and Physics. 2019 ; Vol. 233. pp. 89-101.
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title = "Novel fluorescent Schiff bases as Al3+ sensors with high selectivity and sensitivity, and their bioimaging applications",
abstract = "A short set of three new Schiff base chemosensors with high selectivity and sensitivity towards Al3+ over other metal cations in aqueous solution were developed and fully characterized. Compounds (E)-1-((L-glutamine-imino)methyl)naphthalen-2-ol (A), (E)-1-((glucosamine-imino)methyl)naphthalen-2-ol (B), and (E)-3-hydroxy-4-(((2-hydroxynaphthalen-1-yl)methylene)amino)benzoic acid (C) exhibited a significant fluorescence enhancement in the presence of Al3+ over other competitive metal ions with a low detection limit of 0.103, 0.317 and 0.091 μM respectively, much lower than the WHO acceptable limit (0.05 mg/L or 1.85 μM of Al3+) in drinking water. The Schiff base C, shows high sensitivity in aqueous media (Limit of detection, LOD: 0.091 μM) and with a 38-fold (ϕ = 1.64{\%} for Schiff free base; ϕ = 63.91{\%} for Aluminium complex) fluorescence enhancement in the presence of Al3+. The theoretical research has enabled us to rationalize the behaviours of the three selective-sensors to Al3+ synthesized in this work. Based on the design, the amino acid Schiff bases (A) showed good solubility and compatibility with and without Al3+ and some fluorescent bioimaging (FBI) are reported in human epithelial cells Hs27.",
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Berrones-Reyes, J, Muñoz-Flores, BM, Gómez-Treviño, A, Treto-Suárez, MA, Páez-Hernández, D, Schott, E, Zarate, X & Jiménez-Pérez, VM 2019, 'Novel fluorescent Schiff bases as Al3+ sensors with high selectivity and sensitivity, and their bioimaging applications', Materials Chemistry and Physics, vol. 233, pp. 89-101. https://doi.org/10.1016/j.matchemphys.2019.05.035

Novel fluorescent Schiff bases as Al3+ sensors with high selectivity and sensitivity, and their bioimaging applications. / Berrones-Reyes, Jessica; Muñoz-Flores, Blanca M.; Gómez-Treviño, Alberto; Treto-Suárez, Manuel A.; Páez-Hernández, Dayan; Schott, Eduardo; Zarate, Ximena; Jiménez-Pérez, Víctor M.

En: Materials Chemistry and Physics, Vol. 233, 15.05.2019, p. 89-101.

Resultado de la investigación: Article

TY - JOUR

T1 - Novel fluorescent Schiff bases as Al3+ sensors with high selectivity and sensitivity, and their bioimaging applications

AU - Berrones-Reyes, Jessica

AU - Muñoz-Flores, Blanca M.

AU - Gómez-Treviño, Alberto

AU - Treto-Suárez, Manuel A.

AU - Páez-Hernández, Dayan

AU - Schott, Eduardo

AU - Zarate, Ximena

AU - Jiménez-Pérez, Víctor M.

PY - 2019/5/15

Y1 - 2019/5/15

N2 - A short set of three new Schiff base chemosensors with high selectivity and sensitivity towards Al3+ over other metal cations in aqueous solution were developed and fully characterized. Compounds (E)-1-((L-glutamine-imino)methyl)naphthalen-2-ol (A), (E)-1-((glucosamine-imino)methyl)naphthalen-2-ol (B), and (E)-3-hydroxy-4-(((2-hydroxynaphthalen-1-yl)methylene)amino)benzoic acid (C) exhibited a significant fluorescence enhancement in the presence of Al3+ over other competitive metal ions with a low detection limit of 0.103, 0.317 and 0.091 μM respectively, much lower than the WHO acceptable limit (0.05 mg/L or 1.85 μM of Al3+) in drinking water. The Schiff base C, shows high sensitivity in aqueous media (Limit of detection, LOD: 0.091 μM) and with a 38-fold (ϕ = 1.64% for Schiff free base; ϕ = 63.91% for Aluminium complex) fluorescence enhancement in the presence of Al3+. The theoretical research has enabled us to rationalize the behaviours of the three selective-sensors to Al3+ synthesized in this work. Based on the design, the amino acid Schiff bases (A) showed good solubility and compatibility with and without Al3+ and some fluorescent bioimaging (FBI) are reported in human epithelial cells Hs27.

AB - A short set of three new Schiff base chemosensors with high selectivity and sensitivity towards Al3+ over other metal cations in aqueous solution were developed and fully characterized. Compounds (E)-1-((L-glutamine-imino)methyl)naphthalen-2-ol (A), (E)-1-((glucosamine-imino)methyl)naphthalen-2-ol (B), and (E)-3-hydroxy-4-(((2-hydroxynaphthalen-1-yl)methylene)amino)benzoic acid (C) exhibited a significant fluorescence enhancement in the presence of Al3+ over other competitive metal ions with a low detection limit of 0.103, 0.317 and 0.091 μM respectively, much lower than the WHO acceptable limit (0.05 mg/L or 1.85 μM of Al3+) in drinking water. The Schiff base C, shows high sensitivity in aqueous media (Limit of detection, LOD: 0.091 μM) and with a 38-fold (ϕ = 1.64% for Schiff free base; ϕ = 63.91% for Aluminium complex) fluorescence enhancement in the presence of Al3+. The theoretical research has enabled us to rationalize the behaviours of the three selective-sensors to Al3+ synthesized in this work. Based on the design, the amino acid Schiff bases (A) showed good solubility and compatibility with and without Al3+ and some fluorescent bioimaging (FBI) are reported in human epithelial cells Hs27.

KW - Al

KW - Chemosensor

KW - DFT

KW - Fluorescent bioimaging

KW - Schiff bases

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DO - 10.1016/j.matchemphys.2019.05.035

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EP - 101

JO - Materials Chemistry and Physics

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