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

Zhao, Xuan-Xuan; Dai, Xi; Wu, Wen‐Li; Jiang, Miao; Zhao, Bao‐Xiang

doi:10.1016/j.saa.2015.06.111

Cited by 16 publications

(2 citation statements)

References 64 publications

(69 reference statements)

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“…Thus, a lot of pH probes based on the rhodamine spirolactam have been developed [12][13][14][15][16][17][18][19][20][21][22][23][24][25][26]. The pH regulation of the spirolactam ring opening process could be modulated by introducing various factors, such as steric hindrance and hydrogen bonding groups [27][28][29][30][31][32][33][34][35][36][37][38][39]. Generally, amine derivatives of flexible aliphatic chains are introduced in the rhodamine spirolactams for the design of pH indicators, where the pKa values of the pH indicators are typically in the range of 3.0 to 5.2.…”

Section: Introductionmentioning

confidence: 99%

Rhodamine-Based Cyclic Hydroxamate as Fluorescent pH Probe for Imaging of Lysosomes

Kim,

Jang,

Roh

et al. 2023

IJMS

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Monitoring the microenvironment within specific cellular regions is crucial for a comprehensive understanding of life events. Fluorescent probes working in different ranges of pH regions have been developed for the local imaging of different pH environments. Especially, rhodamine-based fluorescent pH probes have been of great interest due to their ON/OFF fluorescence depending on the spirolactam ring’s opening/closure. By introducing the N-alkyl-hydroxamic acid instead of the alkyl amines in the spirolactam of rhodamine, we were able to tune the pH range where the ring opening and closing of the spirolactam occurs. This six-membered cyclic hydroxamate spirolactam ring of rhodamine B proved to be highly fluorescent in acidic pH environments. In addition, we could monitor pH changes of lysosomes in live cells and zebrafish.

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Section: Introductionmentioning

confidence: 99%

Rhodamine-Based Cyclic Hydroxamate as Fluorescent pH Probe for Imaging of Lysosomes

Kim,

Jang,

Roh

et al. 2023

IJMS

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“…6,7 The use of uorescent probes in biological research has increased, and the technique is now found in many applications. [8][9][10] Because of their high-accuracy and high-selectivity, and especially, non-radioactivity, uorescent probes may offer a more useful strategy for the diagnosis of tumors. 11,12 Cyclooxygenase-2 (COX-2) is an induced type of cyclooxygenase.…”

Section: Introductionmentioning

confidence: 99%

Fluorescence imaging of hepatocellular carcinoma with a specific probe of COX-2

et al. 2018

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A Novel Water-soluble Ratiometric Fluorescent Probe Based on FRET for Sensing Lysosomal pH

et al. 2016

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A new ratiometric fluorescent probe based on Förster resonance energy transfer (FRET) for sensing lysosomal pH has been developed. The probe (RMPM) was composed of imidazo[1,5-α]pyridine quaternary ammonium salt fluorophore as the FRET donor and the rhodamine moiety as the FRET acceptor. It's the first time to report that imidazo[1,5-α]pyridine quaternary ammonium salt acts as the FRET donor. The ratio of fluorescence intensity of the probe at two wavelengths (I/I) changed significantly and responded linearly toward minor pH changes in the range of 5.4-6.6. It should be noted that it's rare to report that a ratiometric pH probe could detect so weak acidic pH with pKa = 6.31. In addition, probe RMPM exhibited excellent water-solubility, fast-response, all-right selectivity and brilliant reversibility. Moreover, RMPM has been successfully applied to sensing lysosomal pH in HeLa cells and has low cytotoxicity.

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

Cited by 16 publications

References 64 publications

Rhodamine-Based Cyclic Hydroxamate as Fluorescent pH Probe for Imaging of Lysosomes

Rhodamine-Based Cyclic Hydroxamate as Fluorescent pH Probe for Imaging of Lysosomes

Fluorescence imaging of hepatocellular carcinoma with a specific probe of COX-2

A Novel Water-soluble Ratiometric Fluorescent Probe Based on FRET for Sensing Lysosomal pH

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