A Visible and Near-Infrared, Dual-Channel Fluorescence-On Probe for Selectively Tracking Mitochondrial Glutathione

Zhiqiang Xu, Xiaoting Huang, Xie Han, Di Wu, Bibo Zhang, Ying Tan, Meijiao Cao, Sheng Hua Liu, Jun Yin, Juyoung Yoon

Research output: Contribution to journalArticlepeer-review

164 Scopus citations

Abstract

Glutathione is a major endogenous antioxidant in biological systems. As a result, highly selective fluorescent probes are significant components of studies aimed at gaining a better understanding of the role(s) glutathione plays in biological functions. In this study, we developed a dual-channel turn-on fluorescent probe for glutathione, comprising naphthalimide and cyanine, bridged by a thiol-reactive sulfonamide moiety. The probe selectively responds to glutathione and is not affected by cysteine and homocysteine. Important information has been gained about the chemical mechanism for operation of the probe, which responds to glutathione in visible and near-infrared channels synchronously and independently. Moreover, this probe exhibits the remarkable capability of targeting mitochondria and dual-channel tracking of intracellular glutathione in a spatiotemporal and synchronous manner. We believe that the strategy used to design the new dual-channel fluorescence-on probe will be applicable to the design of fluorescent probes that display specific responses in multiple channels.

Original languageEnglish
Pages (from-to)1609-1628
Number of pages20
JournalChem
Volume4
Issue number7
DOIs
StatePublished - 12 Jul 2018

Bibliographical note

Funding Information:
J. Yin is grateful for financial support from the National Natural Science Foundation of China (grants 21676113 , 21402057 , 21772054 , and 21472059 ), Youth Chen-Guang Project of Wuhan (grant 2016070204010098 ), the 111 Project B17019 , the Ministry-Province Jointly Constructed Base for State Key Lab (grant SZKLCB201501 ), the State Key Laboratory of Materials-Oriented Chemical Engineering ( KL17-10 ), and the Open Project Fund of the Key Laboratory of Natural Resources of Changbai Mountain & Functional Molecules ( Yanbian University , NRFM201701 ) of the Ministry of Education. Y.T. is grateful for financial support from Shenzhen Municipal Government (grant JCYJ20160324163734374 ). J. Yoon is supported by grants from the National Creative Research Initiative programs of the National Research Foundation of Korea , funded by the Korean government (no. 2012R1A3A2048814 ). The authors thank Dr. Shangfu Li at the Tsinghua University Graduate School at Shenzhen for help with mass spectrometry and Dr. Zhiyong Zhao and Professor Simin Liu at Wuhan University of Science and Technology for help with HPLC.

Funding Information:
J. Yin is grateful for financial support from the National Natural Science Foundation of China (grants 21676113, 21402057, 21772054, and 21472059), Youth Chen-Guang Project of Wuhan (grant 2016070204010098), the 111 Project B17019, the Ministry-Province Jointly Constructed Base for State Key Lab (grant SZKLCB201501), the State Key Laboratory of Materials-Oriented Chemical Engineering (KL17-10), and the Open Project Fund of the Key Laboratory of Natural Resources of Changbai Mountain & Functional Molecules (Yanbian University, NRFM201701) of the Ministry of Education. Y.T. is grateful for financial support from Shenzhen Municipal Government (grant JCYJ20160324163734374). J. Yoon is supported by grants from the National Creative Research Initiative programs of the National Research Foundation of Korea, funded by the Korean government (no. 2012R1A3A2048814). The authors thank Dr. Shangfu Li at the Tsinghua University Graduate School at Shenzhen for help with mass spectrometry and Dr. Zhiyong Zhao and Professor Simin Liu at Wuhan University of Science and Technology for help with HPLC.

Publisher Copyright:
© 2018 Elsevier Inc.

Keywords

  • SDG3: Good health and well-being
  • cyanine
  • dual-channel fluorescence on
  • fluorescent probe
  • glutathione
  • mitochondria-targeting
  • naphthalimide

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