Tuning the Selectivity of Two Chemosensors to Fe(III) and Cr(III)

Mei, Jie; Wang, Lina; Dou, Wei; Tang, Xiaoliang; Yan, Yong; Liu, Weisheng

doi:10.1021/ol7020687

Cited by 371 publications

(155 citation statements)

References 18 publications

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“…Our investigation indicated that on a versatile platform, such as BRP, a large number of highly efficient ratiometric sensors for transition-metal ions could be conveniently developed. Keywords: donor-acceptor systems · fluorescence · FRET · mercury · sensors and heavy-metal cations, such as Cu 2 + , [10] Hg 2 + , [11] Fe 3 + , [12] Cr 3 + , [13] Au 3 + , [14] Pb 2 + , [15] and Ag + , [16] have been successfully developed. Moreover, such a rhodamine spirolactam chemodosimeter strategy has also been extended to sensing active oxygen species [17] and amino acids.…”

Section: Introductionmentioning

confidence: 99%

Convenient and Efficient FRET Platform Featuring a Rigid Biphenyl Spacer between Rhodamine and BODIPY: Transformation of ‘Turn‐On’ Sensors into Ratiometric Ones with Dual Emission

Xiao

Guo

et al. 2011

Chemistry A European J

140

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We have connected a borondipyrromethene (BODIPY) donor to the 5' position of a tetramethylrhodamine (TMR) acceptor to form a high efficiency (over 99%) intramolecular fluorescence resonance energy transfer (FRET) cassette, BODIPY-rhodamine platform (BRP). While the good spectral overlap between the emission of BODIPY and the absorption of TMR was one favorable factor, another feature of this FRET system was the rigid and short biphenyl spacer that favored efficient through-bond energy transfer. More importantly, in this system, the 2'-carboxyl group of the rhodamine unit was preserved for the further modifications, which was as convenient as those carbonyl groups on the original rhodamines without connection to donors. For this reason, BRP is clearly differentiated from the previous ratiometric sensors based on donor rhodamine systems. To illustrate its value as a versatile platform, we introduced typical Hg(2+) receptors into BRP, through convenient one-pot reactions on the 2'-carboxyl group, and successfully developed two ratiometric sensors, BRP-1 and BRP-2, with different spirocyclic receptors that recognized Hg(2+) on different reaction mechanisms. Upon excitation at a single wavelength (488 nm), at which only BODIPY absorbed, both of the FRET sensors exhibited clear Hg(2+)-induced changes in the intensity ratio of the two strong emission bands of BODIPY and rhodamine. It should be noted that these ratiometric Hg(2+) sensors exhibited excellent sensitivity and selectivity Hg(2+), as well as pH insensitivity, which was similar to the corresponding 'turn-on' rhodamine sensors. While both ratiometric probes were applicable for Hg(2+) imaging in living cells, BRP-1 exhibited higher sensitivity and faster responses than BRP-2. Our investigation indicated that on a versatile platform, such as BRP, a large number of highly efficient ratiometric sensors for transition-metal ions could be conveniently developed.

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Section: Introductionmentioning

confidence: 99%

Convenient and Efficient FRET Platform Featuring a Rigid Biphenyl Spacer between Rhodamine and BODIPY: Transformation of ‘Turn‐On’ Sensors into Ratiometric Ones with Dual Emission

Xiao

Guo

et al. 2011

Chemistry A European J

140

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“…7 In fact, the overwhelming majority of the reported HTM probes are based on this approach. Another method for tuning the metal ion binding selectivity of a given probe is by altering the working solvent system.…”

Section: 6mentioning

confidence: 99%

Tune Metal Ion Selectivity by Changing Working Solvent: Fluorescent and Colorimetric Recognition of Cu²⁺by a Known Hg²⁺Selective Probe

Tang¹,

Guo²,

Huang³

2013

Bulletin of the Korean Chemical Society

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A known Hg2+ selective rhodamine B derivatised probe 1 was reinvestigated as a colorimetric and fluorescent probe for Cu 2+ through changing the applied solvent media. Probe 1 exhibited good selectivity and sensitivity to Cu 2+ in CH 3 CN-H 2 O (7:3, v/v, HEPES 10 mM, pH 7.0) solution with a detection limit of 9.74 × 10 −7 M. The Cu 2+ sensing event was proved to be irreversible through hydrolysis of 1 to release rhodamine B.

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“…Recently, rhodamine derivatives have been utilized as useful fluorophores due to their excellent spectroscopic properties of large molar extinction coefficient and high fluorescence quantum yield. The fluorescent chemosensors based on the rhodamine derivatives have been applied as Pb 2+ sensor [6], Hg 2+ sensor [7,8], Fe 3+ sensor [9], Cr 3+ sensor [10], Ag + sensor [11] and Cu 2+ sensor [12][13][14][15][16]. Rhodamine derivatives are nonfluorescent and colorless, whereas addition of targeted metal cation leading to ring-opening of the corresponding spirolactam gives rise to strong fluorescence emission and a pink color.…”

Section: Introductionmentioning

confidence: 99%

New rhodamine derivative as OFF-ON fluorescent chemosensor for detection of Cu2+

Liu

et al. 2011

Sci. China Chem.

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A novel fluorescence probe for the detection of Cu 2+ has been designed and synthesized, which is based on a ring-opening reaction of spirolactam triggered by Cu 2+. This probe exhibits excellent Cu 2+ ion selectivity as well as significant color changes visible to the naked eye at the concentration of 0.03 mM (ca. 2.0 mg/L), the WHO (World Health Organization) recommended level (2.0 mg/L) of Cu 2+ ions in drinking water. This novel rhodamine-based fluorescence probe can be directly used to detect Cu 2+ with satisfactory sensitivity and selectivity in aqueous solution.

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Tuning the Selectivity of Two Chemosensors to Fe(III) and Cr(III)

Cited by 371 publications

References 18 publications

Convenient and Efficient FRET Platform Featuring a Rigid Biphenyl Spacer between Rhodamine and BODIPY: Transformation of ‘Turn‐On’ Sensors into Ratiometric Ones with Dual Emission

Convenient and Efficient FRET Platform Featuring a Rigid Biphenyl Spacer between Rhodamine and BODIPY: Transformation of ‘Turn‐On’ Sensors into Ratiometric Ones with Dual Emission

Tune Metal Ion Selectivity by Changing Working Solvent: Fluorescent and Colorimetric Recognition of Cu²⁺by a Known Hg²⁺Selective Probe

New rhodamine derivative as OFF-ON fluorescent chemosensor for detection of Cu2+

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Tuning the Selectivity of Two Chemosensors to Fe(III) and Cr(III)

Cited by 371 publications

References 18 publications

Convenient and Efficient FRET Platform Featuring a Rigid Biphenyl Spacer between Rhodamine and BODIPY: Transformation of ‘Turn‐On’ Sensors into Ratiometric Ones with Dual Emission

Convenient and Efficient FRET Platform Featuring a Rigid Biphenyl Spacer between Rhodamine and BODIPY: Transformation of ‘Turn‐On’ Sensors into Ratiometric Ones with Dual Emission

Tune Metal Ion Selectivity by Changing Working Solvent: Fluorescent and Colorimetric Recognition of Cu2+by a Known Hg2+Selective Probe

New rhodamine derivative as OFF-ON fluorescent chemosensor for detection of Cu2+

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Tune Metal Ion Selectivity by Changing Working Solvent: Fluorescent and Colorimetric Recognition of Cu²⁺by a Known Hg²⁺Selective Probe