PEGylated near-infrared fluorescence probe for mitochondria-targetable hydrogen peroxide detection

Liu Zang; Huichen Huang; Xuewei Li; Yong Ju; Biao Feng; Jianzhong Lu

doi:10.1016/j.talanta.2022.123370

PEGylated near-infrared fluorescence probe for mitochondria-targetable hydrogen peroxide detection

Talanta. 2022 Jun 1:243:123370. doi: 10.1016/j.talanta.2022.123370. Epub 2022 Mar 12.

Authors

Liu Zang¹, Huichen Huang¹, Xuewei Li¹, Yong Ju¹, Biao Feng¹, Jianzhong Lu²

Affiliations

¹ School of Pharmacy, Fudan University, 826 Zhangheng Road, Shanghai, 201203, China.
² School of Pharmacy, Fudan University, 826 Zhangheng Road, Shanghai, 201203, China. Electronic address: jzlu@shmu.edu.cn.

PMID: 35298929
DOI: 10.1016/j.talanta.2022.123370

Abstract

Oxidative stress plays significant roles in the development of various diseases. H₂O₂ acts as a signaling molecule physiologically or harmful substance pathologically and the mitochondria are one of the most active places for the generation of H₂O₂. Thus, a new mitochondria-targeted probe 1 for H₂O₂ detection was synthesized herein, based on D-π-A structure with a large Stokes shift (150 nm) due to its ICT process. To improve its water solubility and sensitivity, probe 2 with PEG chain and probe 3 with two responsive boronated groups were then designed based on the structure of probe 1. As a result, the fluorescence intensity of probe 2 was far higher than that of probe 1 and probe 3 not only in vitro experiment but in cell imaging study with a larger linear range and signal-to-noise ratio, rendering it the best probe for further exogenous and endogenous H₂O₂ detection in Hela cells.

Keywords: Fluorescent probe; Hydrogen peroxide; Mitochondriatargeted; Near-infrared; PEG chain.

MeSH terms

Fluorescence
Fluorescent Dyes* / chemistry
HeLa Cells
Humans
Hydrogen Peroxide* / chemistry
Mitochondria / chemistry
Polyethylene Glycols / analysis

Substances

Fluorescent Dyes
Polyethylene Glycols
Hydrogen Peroxide