Synthesis of a new water-soluble highly Fe(III)-selective fluorescent chemosensor based on 4H-quinolizin-4-one

David Gallardo-Rosas; Luis D. Rosales-Vázquez; José M. Guevara-Vela; César I. Sandoval-Chávez; Alejandro Dorazco-González; Tomás Rocha-Rinza; José G. López-Cortés; M. Carmen Ortega-Alfaro

doi:10.1016/j.molstruc.2024.140753

Synthesis of a new water-soluble highly Fe(III)-selective fluorescent chemosensor based on 4H-quinolizin-4-one

David Gallardo-Rosas
, Luis D. Rosales-Vázquez
, José M. Guevara-Vela
, César I. Sandoval-Chávez
, Alejandro Dorazco-González
, Tomás Rocha-Rinza
, José G. López-Cortés
, M. Carmen Ortega-Alfaro^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

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Abstract

We describe the design, synthesis and studies of a new Fe(III)-selective fluorescent chemosensor in aqueous media based on a 4H-quinolizin-4-one (4b). This chemosensor exhibits high sensitivity and selectivity for the detection of Fe(III) in aqueous mixtures in the micromolar concentration range as well as in the presence of other common interfering metal ions, making it a promising tool for the detection of Fe(III) with a limit of detection (LOD) of 13.15 μM in binary solvents DMSO/water, 1:1. Furthermore, this chemoreceptor exhibits a linear and stable fluorescent response over a range of 0 to 12 μM of Fe(III), with high affinity (3.13 × 10⁶ M^-2), which allows the quantitative determination of this metal ion. These results allow to envisage potential applications for the detection of Fe(III) in the diagnosis various of ferric-related diseases.

Original language	English
Article number	140753
Journal	Journal of Molecular Structure
Volume	1324
DOIs	https://doi.org/10.1016/j.molstruc.2024.140753
Publication status	Published - 5 Mar 2025

Keywords

4H-quinolizin-4-one
Fe(III) detection
Fluorescence turn-off mechanism
Fluorescent chemosensor
PET

ASJC Scopus subject areas

Analytical Chemistry
Spectroscopy
Organic Chemistry
Inorganic Chemistry

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10.1016/j.molstruc.2024.140753Licence: CC BY-NC-ND

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Gallardo-Rosas, D., Rosales-Vázquez, L. D., Guevara-Vela, J. M., Sandoval-Chávez, C. I., Dorazco-González, A., Rocha-Rinza, T., López-Cortés, J. G., & Ortega-Alfaro, M. C. (2025). Synthesis of a new water-soluble highly Fe(III)-selective fluorescent chemosensor based on 4H-quinolizin-4-one. Journal of Molecular Structure, 1324, Article 140753. https://doi.org/10.1016/j.molstruc.2024.140753

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title = "Synthesis of a new water-soluble highly Fe(III)-selective fluorescent chemosensor based on 4H-quinolizin-4-one",

abstract = "We describe the design, synthesis and studies of a new Fe(III)-selective fluorescent chemosensor in aqueous media based on a 4H-quinolizin-4-one (4b). This chemosensor exhibits high sensitivity and selectivity for the detection of Fe(III) in aqueous mixtures in the micromolar concentration range as well as in the presence of other common interfering metal ions, making it a promising tool for the detection of Fe(III) with a limit of detection (LOD) of 13.15 μM in binary solvents DMSO/water, 1:1. Furthermore, this chemoreceptor exhibits a linear and stable fluorescent response over a range of 0 to 12 μM of Fe(III), with high affinity (3.13 × 106 M-2), which allows the quantitative determination of this metal ion. These results allow to envisage potential applications for the detection of Fe(III) in the diagnosis various of ferric-related diseases.",

keywords = "4H-quinolizin-4-one, Fe(III) detection, Fluorescence turn-off mechanism, Fluorescent chemosensor, PET",

author = "David Gallardo-Rosas and Rosales-V{\'a}zquez, \{Luis D.\} and Guevara-Vela, \{Jos{\'e} M.\} and Sandoval-Ch{\'a}vez, \{C{\'e}sar I.\} and Alejandro Dorazco-Gonz{\'a}lez and Tom{\'a}s Rocha-Rinza and L{\'o}pez-Cort{\'e}s, \{Jos{\'e} G.\} and Ortega-Alfaro, \{M. Carmen\}",

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year = "2025",

month = mar,

day = "5",

doi = "10.1016/j.molstruc.2024.140753",

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Gallardo-Rosas, D, Rosales-Vázquez, LD, Guevara-Vela, JM, Sandoval-Chávez, CI, Dorazco-González, A, Rocha-Rinza, T, López-Cortés, JG & Ortega-Alfaro, MC 2025, 'Synthesis of a new water-soluble highly Fe(III)-selective fluorescent chemosensor based on 4H-quinolizin-4-one', Journal of Molecular Structure, vol. 1324, 140753. https://doi.org/10.1016/j.molstruc.2024.140753

TY - JOUR

T1 - Synthesis of a new water-soluble highly Fe(III)-selective fluorescent chemosensor based on 4H-quinolizin-4-one

AU - Gallardo-Rosas, David

AU - Rosales-Vázquez, Luis D.

AU - Guevara-Vela, José M.

AU - Sandoval-Chávez, César I.

AU - Dorazco-González, Alejandro

AU - Rocha-Rinza, Tomás

AU - López-Cortés, José G.

AU - Ortega-Alfaro, M. Carmen

PY - 2025/3/5

Y1 - 2025/3/5

N2 - We describe the design, synthesis and studies of a new Fe(III)-selective fluorescent chemosensor in aqueous media based on a 4H-quinolizin-4-one (4b). This chemosensor exhibits high sensitivity and selectivity for the detection of Fe(III) in aqueous mixtures in the micromolar concentration range as well as in the presence of other common interfering metal ions, making it a promising tool for the detection of Fe(III) with a limit of detection (LOD) of 13.15 μM in binary solvents DMSO/water, 1:1. Furthermore, this chemoreceptor exhibits a linear and stable fluorescent response over a range of 0 to 12 μM of Fe(III), with high affinity (3.13 × 106 M-2), which allows the quantitative determination of this metal ion. These results allow to envisage potential applications for the detection of Fe(III) in the diagnosis various of ferric-related diseases.

AB - We describe the design, synthesis and studies of a new Fe(III)-selective fluorescent chemosensor in aqueous media based on a 4H-quinolizin-4-one (4b). This chemosensor exhibits high sensitivity and selectivity for the detection of Fe(III) in aqueous mixtures in the micromolar concentration range as well as in the presence of other common interfering metal ions, making it a promising tool for the detection of Fe(III) with a limit of detection (LOD) of 13.15 μM in binary solvents DMSO/water, 1:1. Furthermore, this chemoreceptor exhibits a linear and stable fluorescent response over a range of 0 to 12 μM of Fe(III), with high affinity (3.13 × 106 M-2), which allows the quantitative determination of this metal ion. These results allow to envisage potential applications for the detection of Fe(III) in the diagnosis various of ferric-related diseases.

KW - 4H-quinolizin-4-one

KW - Fe(III) detection

KW - Fluorescence turn-off mechanism

KW - Fluorescent chemosensor

KW - PET

UR - https://www.scopus.com/pages/publications/85210533738

U2 - 10.1016/j.molstruc.2024.140753

DO - 10.1016/j.molstruc.2024.140753

M3 - Article

AN - SCOPUS:85210533738

SN - 0022-2860

VL - 1324

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

M1 - 140753

ER -

Synthesis of a new water-soluble highly Fe(III)-selective fluorescent chemosensor based on 4H-quinolizin-4-one

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Keywords

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