A rhodamine-benzimidazole based sensor for selective imaging of acidic pH

Xue, Zhongwei; Chen, Mingliang; Chen, Jianming; Han, Jiahuai; Han, Shoufa

doi:10.1039/c3ra45329d

Cited by 26 publications

(18 citation statements)

References 32 publications

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“…RhB-EDA is a Rhodamine lactam and, as such, is a part of a group of non-fluorescent and colourless compounds marked by intra-molecular spirolactams, which are poised to form highly fluorescent rhodamine derivatives under appropriate conditions via ring opening of the spirolactam [ 35 , 36 , 37 ]. Upon the addition of H + ions ( Scheme 2 ), its structure undergoes a change from the spirolactam to an open ring amide, resulting in a magenta-coloured, highly fluorescent compound [ 35 , 38 ]. The fluorescence spectra showed that RhB-EDA fluorescence is the highest at pH 4.…”

Section: Resultsmentioning

confidence: 99%

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Design and Investigation of Optical Properties of N-(Rhodamine-B)-Lactam-Ethylenediamine (RhB-EDA) Fluorescent Probe

Soršak

Valh

Urek

et al. 2018

Sensors

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This study presents chemical modification of a Rhodamine B (RhB) sensor probe by ethylenediamine (EDA), and investigation of its spectral as well as sensor properties to the various metals. The synthesised N-(Rhodamine-B)-lactam-ethylenediamine (RhB-EDA) fluorescent probe shows interesting optical sensor properties, and high sensitivity and selectivity to Ag+ ions among all the tested metal ions (K+, Mg2+, Cu2+, Ni2+, Fe2+, Pb2+, Na+, Mn2+, Li+, Al3+, Co2+, Hg2+, Sr2+, Ca2+, Ag+, Cd2+ and Zn2+), while the well-known Rhodamine B (RhB) fluorescent probe shows much less sensitivity to Ag+ ions, but high sensitivity to Fe2+ ions. The novel fluorescent sensor probe RhB-EDA has the capabilities to sense Ag+ ions up to µM ranges by using the fluorescence quenching approach. The probe displayed a dynamic response to Ag+ in the range of 0.43 × 10−3–10−6 M with a detection limit of 0.1 μM. The sensing system of an RhB-EDA novel fluorescent probe was optimised according to the spectral properties, effect of pH and buffer, photostability, incubation time, sensitivity, and selectivity. Since all the spectral and sensing properties were tested in green aqueous media, although many other similar sensor systems rely on organic solvent solutions, the RhB-EDA sensing probe may be a good candidate for measuring Ag+ ions in real-life applications.

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Section: Resultsmentioning

confidence: 99%

“… Transformation of spirolactam form of less fluorescent RhB-EDA to highly fluorescent open ring amide in the presence of H + ion [ 35 ]. …”

Section: Figures Schemes and Tablesmentioning

confidence: 99%

Design and Investigation of Optical Properties of N-(Rhodamine-B)-Lactam-Ethylenediamine (RhB-EDA) Fluorescent Probe

Soršak

Valh

Urek

et al. 2018

Sensors

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“…Absolutes methanol and ethanol, dichloromethane, chloroform, ethyl acetate, diethyl ether, petroleum ether, and dioxane were obtained from commercial suppliers. N ‐(rhodamine B) lactam‐ethylenediamine (RBE) was prepared according to the literature method …”

Section: Methodsmentioning

confidence: 99%

Turn‐on fluorogenic and chromogenic detection of cations in complete water media with poly(N‐vinyl pyrrolidone) bearing rhodamine B derivatives as polymeric chemosensor

Geng

Guo

Dong

et al. 2015

Polymers for Advanced Techs

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A hydrophobic organic monomer GRBE with a polymerizable methacrylester moiety had been synthesized by reaction of rhodamine B‐ethanediamine with glycidyl methacrylate. A water‐soluble polymeric chemosensor poly(VP‐GRBE) had been prepared via copolymerization with a hydrophilic comonomer (vinylpyrrolidone) and GRBE, which was able to sense environmentally poisonous cations in completely aqueous media. The chemosensor was a derivative of rhodamine B, which behaved as a fluorescent and chromogenic sensor toward various heavy cations, particularly Cr3+, Fe3+, and Hg2+. Titration curves of Cr3+, Fe3+, and Hg2+ were constructed using rapid, cheap, and widely available technique of fluorescence spectroscopies. The detection limits for Cr3+, Fe3+, or Hg2+ ions were found to be 2.20 × 10−12, 2.39 × 10−12, and 1.11 × 10−12 mol/l in the same medium, respectively. Moreover, a colorimetric response from the polymeric chemosensor permitted the detection of Cr3+, Hg2+, or Fe3+ by “naked eye” because of the development of a pink or brown yellow color when Cr3+, Hg2+, or Fe3+ cations interacted with the copolymer in aqueous media. Copyright © 2015 John Wiley & Sons, Ltd.

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“…A good reversibility of the probe toward pH enabled us to propose a mechanism for the equilibrium of probe REI between pH = 4.2 and pH = 7.2 (Scheme 1). A possible interaction between probe REI and H + is also suitable for the similar phenomenon of other pH probes with the same functional fluorophore as probe REI [39,59,65,66].…”

Section: Uv-vis and Fluorescence Sensing Performance Of Probe Reimentioning

confidence: 97%

A water-soluble pH fluorescence probe based on quaternary ammonium salt for bioanalytical applications

Zhao

Dai

et al. 2015

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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A rhodamine-benzimidazole based sensor for selective imaging of acidic pH

Cited by 26 publications

References 32 publications

Design and Investigation of Optical Properties of N-(Rhodamine-B)-Lactam-Ethylenediamine (RhB-EDA) Fluorescent Probe

Design and Investigation of Optical Properties of N-(Rhodamine-B)-Lactam-Ethylenediamine (RhB-EDA) Fluorescent Probe

Turn‐on fluorogenic and chromogenic detection of cations in complete water media with poly(N‐vinyl pyrrolidone) bearing rhodamine B derivatives as polymeric chemosensor

A water-soluble pH fluorescence probe based on quaternary ammonium salt for bioanalytical applications

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