A new kind of rhodamine-based fluorescence turn-on probe for monitoring ATP in mitochondria

Yifan Liu; Dayoung Lee; Di Wu; K. M.K. Swamy; Juyoung Yoon

doi:10.1016/j.snb.2018.03.081

A new kind of rhodamine-based fluorescence turn-on probe for monitoring ATP in mitochondria

Yifan Liu, Dayoung Lee, Di Wu, K. M.K. Swamy, Juyoung Yoon

Department of Chemistry & Nanoscience

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

62 Scopus citations

Abstract

We have developed a new kind of colorimetric and fluorescence “turn-on” probe based on rhodamine derivatives for the detection of adenosine-5′-triphosphate (ATP) through hydrogen bond interactions. Upon the addition of 5 mM ATP, the probe 1 shows a 65-fold enhancement in fluorescence intensity and a color change from colorless to pink. The probe 2 also shows very obvious color and fluorescence change with the presence of ATP. The experimental results show that this kind of probe has high specificity towards ATP over other anions, metal ions, and other nucleoside polyphosphates, except ADP. The enhanced emission and naked eye changes are attributed to spirolactam ring-opening, which is pH independent (pH (4.0–7.4)). The more important finding from our results is that the electron withdrawing group in the chain decreases the binding ability to ATP. The live cell imaging experiments in Hela cells indicated that probe 2 has cell permeability, and mainly locates to mitochondria.

Original language	English
Pages (from-to)	429-434
Number of pages	6
Journal	Sensors and Actuators, B: Chemical
Volume	265
DOIs	https://doi.org/10.1016/j.snb.2018.03.081
State	Published - 15 Jul 2018

Bibliographical note

Funding Information:
This research study was supported by a grant from the National Creative Research Initiative Program of the National Research Foundation of Korea (NRF), which is funded by the Korean government (MSIP) (No. 2012R1A3A2048814 ). Mass spectral data were obtained from the Korea Basic Science Institute (Daegu), by Jeol JMS 700 high-resolution mass spectrometry. Appendix A

Publisher Copyright:
© 2018 Elsevier B.V.

Keywords

ATP sensor
Colorimetric chemosensor
Fluorescence sensor
Mitochondria targeting
Rhodamine

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10.1016/j.snb.2018.03.081

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title = "A new kind of rhodamine-based fluorescence turn-on probe for monitoring ATP in mitochondria",

abstract = "We have developed a new kind of colorimetric and fluorescence “turn-on” probe based on rhodamine derivatives for the detection of adenosine-5′-triphosphate (ATP) through hydrogen bond interactions. Upon the addition of 5 mM ATP, the probe 1 shows a 65-fold enhancement in fluorescence intensity and a color change from colorless to pink. The probe 2 also shows very obvious color and fluorescence change with the presence of ATP. The experimental results show that this kind of probe has high specificity towards ATP over other anions, metal ions, and other nucleoside polyphosphates, except ADP. The enhanced emission and naked eye changes are attributed to spirolactam ring-opening, which is pH independent (pH (4.0–7.4)). The more important finding from our results is that the electron withdrawing group in the chain decreases the binding ability to ATP. The live cell imaging experiments in Hela cells indicated that probe 2 has cell permeability, and mainly locates to mitochondria.",

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author = "Yifan Liu and Dayoung Lee and Di Wu and Swamy, {K. M.K.} and Juyoung Yoon",

note = "Funding Information: This research study was supported by a grant from the National Creative Research Initiative Program of the National Research Foundation of Korea (NRF), which is funded by the Korean government (MSIP) (No. 2012R1A3A2048814 ). Mass spectral data were obtained from the Korea Basic Science Institute (Daegu), by Jeol JMS 700 high-resolution mass spectrometry. Appendix A Publisher Copyright: {\textcopyright} 2018 Elsevier B.V.",

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AU - Wu, Di

AU - Swamy, K. M.K.

AU - Yoon, Juyoung

N1 - Funding Information: This research study was supported by a grant from the National Creative Research Initiative Program of the National Research Foundation of Korea (NRF), which is funded by the Korean government (MSIP) (No. 2012R1A3A2048814 ). Mass spectral data were obtained from the Korea Basic Science Institute (Daegu), by Jeol JMS 700 high-resolution mass spectrometry. Appendix A Publisher Copyright: © 2018 Elsevier B.V.

PY - 2018/7/15

Y1 - 2018/7/15

N2 - We have developed a new kind of colorimetric and fluorescence “turn-on” probe based on rhodamine derivatives for the detection of adenosine-5′-triphosphate (ATP) through hydrogen bond interactions. Upon the addition of 5 mM ATP, the probe 1 shows a 65-fold enhancement in fluorescence intensity and a color change from colorless to pink. The probe 2 also shows very obvious color and fluorescence change with the presence of ATP. The experimental results show that this kind of probe has high specificity towards ATP over other anions, metal ions, and other nucleoside polyphosphates, except ADP. The enhanced emission and naked eye changes are attributed to spirolactam ring-opening, which is pH independent (pH (4.0–7.4)). The more important finding from our results is that the electron withdrawing group in the chain decreases the binding ability to ATP. The live cell imaging experiments in Hela cells indicated that probe 2 has cell permeability, and mainly locates to mitochondria.

AB - We have developed a new kind of colorimetric and fluorescence “turn-on” probe based on rhodamine derivatives for the detection of adenosine-5′-triphosphate (ATP) through hydrogen bond interactions. Upon the addition of 5 mM ATP, the probe 1 shows a 65-fold enhancement in fluorescence intensity and a color change from colorless to pink. The probe 2 also shows very obvious color and fluorescence change with the presence of ATP. The experimental results show that this kind of probe has high specificity towards ATP over other anions, metal ions, and other nucleoside polyphosphates, except ADP. The enhanced emission and naked eye changes are attributed to spirolactam ring-opening, which is pH independent (pH (4.0–7.4)). The more important finding from our results is that the electron withdrawing group in the chain decreases the binding ability to ATP. The live cell imaging experiments in Hela cells indicated that probe 2 has cell permeability, and mainly locates to mitochondria.

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A new kind of rhodamine-based fluorescence turn-on probe for monitoring ATP in mitochondria

Abstract

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Keywords

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