Perylene-Based Fluorescent Nanoprobe for Acid-Enhanced Detection of Formaldehyde in Lysosome
- Chendong Ji
Chendong JiState Key Laboratory of Chemical Resource Engineering, Beijing Laboratory of Biomedical Materials, Key Laboratory of Biomedical Materials of Natural Macromolecules, Beijing University of Chemical Technology, 100029 Beijing, ChinaMore by Chendong Ji
- ,
- Le Ma
Le MaState Key Laboratory of Chemical Resource Engineering, Beijing Laboratory of Biomedical Materials, Key Laboratory of Biomedical Materials of Natural Macromolecules, Beijing University of Chemical Technology, 100029 Beijing, ChinaMore by Le Ma
- ,
- Hongtao Chen
Hongtao ChenState Key Laboratory of Chemical Resource Engineering, Beijing Laboratory of Biomedical Materials, Key Laboratory of Biomedical Materials of Natural Macromolecules, Beijing University of Chemical Technology, 100029 Beijing, ChinaMore by Hongtao Chen
- ,
- Yang Cai
Yang CaiState Key Laboratory of Chemical Resource Engineering, Beijing Laboratory of Biomedical Materials, Key Laboratory of Biomedical Materials of Natural Macromolecules, Beijing University of Chemical Technology, 100029 Beijing, ChinaMore by Yang Cai
- ,
- Xujie Zhao
Xujie ZhaoState Key Laboratory of Chemical Resource Engineering, Beijing Laboratory of Biomedical Materials, Key Laboratory of Biomedical Materials of Natural Macromolecules, Beijing University of Chemical Technology, 100029 Beijing, ChinaMore by Xujie Zhao
- , and
- Meizhen Yin*
Meizhen YinState Key Laboratory of Chemical Resource Engineering, Beijing Laboratory of Biomedical Materials, Key Laboratory of Biomedical Materials of Natural Macromolecules, Beijing University of Chemical Technology, 100029 Beijing, ChinaMore by Meizhen Yin
Abstract
Formaldehyde (FA), as a reactive carbonyl species, is extremely hazardous to human health if its concentration is above normal level. In live cells, lysosome is a main organelle to generate endogenous FA. Thus, the design of facile, stable, and sensitive probes for the detection of FA in lysosome is essential. Herein, a self-assembled fluorescent nanoprobe based on homoallylamino substituted perylene (P-FA) has been developed for FA detection in lysosome. P-FA can react with FA along with emission color change from blue to green. P-FA exhibited high sensitivity and selectivity to FA in DMSO solution. In aqueous solution, P-FA self-assembled into uniform sphere-like nanoparticle as a fluorescent nanoprobe. Furthermore, the reaction between the nanoprobe and FA was greatly facilitated at pH 4–5, which led to a lower detection limit (0.96 μM at pH 5) than that in DMSO. In live cells, P-FA nanoprobe achieved long-term tracking of lysosome (over 12 h). The fluorescent nanoprobe was then used for both exogenous and endogenous FA detection. Our work provides a facile and effective strategy for the detection of FA in lysosome.
Cited By
This article is cited by 18 publications.
- Wei Liu, Zuhao Li, Yanqing Qiu, Jun Li, Jinfeng Yang, Jishan Li. Biomineralization of Aggregation-Induced Emission-Active Photosensitizers for pH-Mediated Tumor Imaging and Photodynamic Therapy. ACS Applied Bio Materials 2021, 4 (7) , 5566-5574. https://doi.org/10.1021/acsabm.1c00298
- Gunture, Chumki Dalal, Jaidev Kaushik, Anjali Kumari Garg, Sumit Kumar Sonkar. Pollutant-Soot-Based Nontoxic Water-Soluble Onion-like Nanocarbons for Cell Imaging and Selective Sensing of Toxic Cr(VI). ACS Applied Bio Materials 2020, 3 (6) , 3906-3913. https://doi.org/10.1021/acsabm.0c00456
- Hongbao Fang, Shankun Yao, Qixin Chen, Chunyan Liu, Yuqi Cai, Shanshan Geng, Yang Bai, Zhiqi Tian, Amanda L. Zacharias, Takanori Takebe, Yuncong Chen, Zijian Guo, Weijiang He, Jiajie Diao. De Novo-Designed Near-Infrared Nanoaggregates for Super-Resolution Monitoring of Lysosomes in Cells, in Whole Organoids, and in Vivo. ACS Nano 2019, 13 (12) , 14426-14436. https://doi.org/10.1021/acsnano.9b08011
- Jinzhong Zhang, Xiaolong Zha, Gengxin Liu, Huipeng Zhao, Xiaoyun Liu, Liusheng Zha. Injectable extracellular matrix-mimetic hydrogel based on electrospun Janus fibers. Materials Horizons 2024, 11 (8) , 1944-1956. https://doi.org/10.1039/D3MH01789C
- Yuting He, Hao Wang, Xinhang Fang, Weibing Zhang, Jingyuan Zhang, Junhong Qian. Semicarbazide-based fluorescent probe for detection of Cu2+ and formaldehyde in different channels. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2023, 299 , 122818. https://doi.org/10.1016/j.saa.2023.122818
- Zhi-Yong Liang, Na Wei, Xiao-Feng Guo, Hong Wang. A new quinoline based probe with large Stokes shift and high sensitivity for formaldehyde and its bioimaging applications. Analytica Chimica Acta 2023, 1239 , 340723. https://doi.org/10.1016/j.aca.2022.340723
- Tai-Bao Wei, Li-Rong Dang, Jian-Peng Hu, Yu Jia, Qi Lin, Hong Yao, Bingbing Shi, You-Ming Zhang, Wen-Juan Qu. A simple phenazine derivative fluorescence sensor for detecting formaldehyde. New Journal of Chemistry 2022, 46 (43) , 20658-20663. https://doi.org/10.1039/D2NJ02586H
- Ning Ding, Zhao Li, Yitong Hao, Xingbin Yang. A new amine moiety-based near-infrared fluorescence probe for detection of formaldehyde in real food samples and mice. Food Chemistry 2022, 384 , 132426. https://doi.org/10.1016/j.foodchem.2022.132426
- Yuan Fan, Shaobo Ou‐yang, Dong Zhou, Junchao Wei, Lan Liao. Biological applications of chiral inorganic nanomaterials. Chirality 2022, 34 (5) , 760-781. https://doi.org/10.1002/chir.23428
- Anal Jana, Mousumi Baruah, Animesh Samanta. Activity‐Based Fluorescent Probes for Sensing and Imaging of Reactive Carbonyl Species (RCSs). Chemistry – An Asian Journal 2022, 17 (8) https://doi.org/10.1002/asia.202200044
- Andrew J. Carrod, Alexei Cravcenco, Chen Ye, Karl Börjesson. Modulating TTA efficiency through control of high energy triplet states. Journal of Materials Chemistry C 2022, 10 (12) , 4923-4928. https://doi.org/10.1039/D1TC05292F
- Shumei Huang, Zejun Li, Minghui Liu, Mengjiao Zhou, Jintao Weng, Yong He, Yin Jiang, Huatang Zhang, Hongyan Sun. Reaction-based fluorescent and chemiluminescent probes for formaldehyde detection and imaging. Chemical Communications 2022, 58 (10) , 1442-1453. https://doi.org/10.1039/D1CC05644A
- Yimeng Du, Yuqing Zhang, Meirong Huang, Shushu Wang, Jianzheng Wang, Kongke Liao, Xiaojun Wu, Qiang Zhou, Xinhao Zhang, Yun-Dong Wu, Tao Peng. Systematic investigation of the aza-Cope reaction for fluorescence imaging of formaldehyde in vitro and in vivo. Chemical Science 2021, 12 (41) , 13857-13869. https://doi.org/10.1039/D1SC04387K
- Saikat Kumar Manna, Tapas Kumar Achar, Sanchita Mondal. Recent advances in selective formaldehyde detection in biological and environmental samples by fluorometric and colorimetric chemodosimeters. Analytical Methods 2021, 13 (9) , 1084-1105. https://doi.org/10.1039/D0AY02252G
- Yuanqiang Hao, Yintang Zhang, Aomei Zhang, Qiuling Sun, Jing Zhu, Peng Qu, Shu Chen, Maotian Xu. A benzothiazole-based ratiometric fluorescent probe for detection of formaldehyde and its applications for bioimaging. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2020, 229 , 117988. https://doi.org/10.1016/j.saa.2019.117988
- Xiang Liu, Ning Li, Meng Li, Hui Chen, Nuonuo Zhang, Yanlan Wang, Kaibo Zheng. Recent progress in fluorescent probes for detection of carbonyl species: Formaldehyde, carbon monoxide and phosgene. Coordination Chemistry Reviews 2020, 404 , 213109. https://doi.org/10.1016/j.ccr.2019.213109
- Beibei Zhai, Yaoqing Zhang, Ziwei Hu, Jiaopu He, Jia Liu, Chao Gao, Wei Li. A ratiometric fluorescent probe for the detection of formaldehyde in aqueous solution and air via Aza-Cope reaction. Dyes and Pigments 2019, 171 , 107743. https://doi.org/10.1016/j.dyepig.2019.107743
- Haifang Liu, Yuanqiang Sun, Zhaohui Li, Jie Yang, Aaron Albert Aryee, Lingbo Qu, Dan Du, Yuehe Lin. Lysosome-targeted carbon dots for ratiometric imaging of formaldehyde in living cells. Nanoscale 2019, 11 (17) , 8458-8463. https://doi.org/10.1039/C9NR01678C