Design, synthesis and cellular dynamics studies in membranes of a new coumarin-based "turn-off" fluorescent probe selective for Fe 2+

Olimpo García-Beltrán; Natalia Mena; Osvaldo Yañez; Julio Caballero; Víctor Vargas; Marco T. Nuñez; Bruce K. Cassels

doi:10.1016/j.ejmech.2013.06.022

Design, synthesis and cellular dynamics studies in membranes of a new coumarin-based "turn-off" fluorescent probe selective for Fe ²⁺

Olimpo García-Beltrán, Natalia Mena, Osvaldo Yañez, Julio Caballero, Víctor Vargas, Marco T. Nuñez, Bruce K. Cassels

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

38 Scopus citations

Abstract

A new coumarin-based 'turn-off' fluorescent probe, 7-(diethylamino)-N-(1,3- dihydroxy-2-(hydroxymethyl) propan-2-yl)-2-oxo-2H-chromene-3-carboxamide (AGD) was synthesized. This compound is highly selective for ferrous ions (Fe ²⁺) and can reversibly detect them in aqueous medium. The probe localizes to the cell membrane in living cells, where it can detect changes in Fe²⁺ concentration. Molecular dynamics (MD) simulations indicate that AGD interacts with the lipid bilayer at the level of the glycerol moieties.

Original language	English
Pages (from-to)	60-63
Number of pages	4
Journal	European Journal of Medicinal Chemistry
Volume	67
DOIs	https://doi.org/10.1016/j.ejmech.2013.06.022
State	Published - 2013
Externally published	Yes

Keywords

Fluorescent sensor
Molecular dynamics
Turn-off probes

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10.1016/j.ejmech.2013.06.022

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title = "Design, synthesis and cellular dynamics studies in membranes of a new coumarin-based {"}turn-off{"} fluorescent probe selective for Fe 2+",

abstract = "A new coumarin-based 'turn-off' fluorescent probe, 7-(diethylamino)-N-(1,3- dihydroxy-2-(hydroxymethyl) propan-2-yl)-2-oxo-2H-chromene-3-carboxamide (AGD) was synthesized. This compound is highly selective for ferrous ions (Fe 2+) and can reversibly detect them in aqueous medium. The probe localizes to the cell membrane in living cells, where it can detect changes in Fe2+ concentration. Molecular dynamics (MD) simulations indicate that AGD interacts with the lipid bilayer at the level of the glycerol moieties.",

keywords = "Fluorescent sensor, Molecular dynamics, Turn-off probes",

author = "Olimpo Garc{\'i}a-Beltr{\'a}n and Natalia Mena and Osvaldo Ya{\~n}ez and Julio Caballero and V{\'i}ctor Vargas and Nu{\~n}ez, {Marco T.} and Cassels, {Bruce K.}",

year = "2013",

doi = "10.1016/j.ejmech.2013.06.022",

language = "English",

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T1 - Design, synthesis and cellular dynamics studies in membranes of a new coumarin-based "turn-off" fluorescent probe selective for Fe 2+

AU - García-Beltrán, Olimpo

AU - Mena, Natalia

AU - Yañez, Osvaldo

AU - Caballero, Julio

AU - Vargas, Víctor

AU - Nuñez, Marco T.

AU - Cassels, Bruce K.

PY - 2013

Y1 - 2013

N2 - A new coumarin-based 'turn-off' fluorescent probe, 7-(diethylamino)-N-(1,3- dihydroxy-2-(hydroxymethyl) propan-2-yl)-2-oxo-2H-chromene-3-carboxamide (AGD) was synthesized. This compound is highly selective for ferrous ions (Fe 2+) and can reversibly detect them in aqueous medium. The probe localizes to the cell membrane in living cells, where it can detect changes in Fe2+ concentration. Molecular dynamics (MD) simulations indicate that AGD interacts with the lipid bilayer at the level of the glycerol moieties.

AB - A new coumarin-based 'turn-off' fluorescent probe, 7-(diethylamino)-N-(1,3- dihydroxy-2-(hydroxymethyl) propan-2-yl)-2-oxo-2H-chromene-3-carboxamide (AGD) was synthesized. This compound is highly selective for ferrous ions (Fe 2+) and can reversibly detect them in aqueous medium. The probe localizes to the cell membrane in living cells, where it can detect changes in Fe2+ concentration. Molecular dynamics (MD) simulations indicate that AGD interacts with the lipid bilayer at the level of the glycerol moieties.

KW - Fluorescent sensor

KW - Molecular dynamics

KW - Turn-off probes

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U2 - 10.1016/j.ejmech.2013.06.022

DO - 10.1016/j.ejmech.2013.06.022

M3 - Article

C2 - 23835483

AN - SCOPUS:84880181997

SN - 0223-5234

VL - 67

SP - 60

EP - 63

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

ER -

Design, synthesis and cellular dynamics studies in membranes of a new coumarin-based "turn-off" fluorescent probe selective for Fe ²⁺

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Keywords

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