PUBLICATION

An indole-based near-infrared fluorescent "Turn-On" probe for H2O2: Selective detection and ultrasensitive imaging of zebrafish gallbladder

Authors
Jain, N., Sonawane, P.M., Roychaudhury, A., Park, S.J., An, J., Kim, C.H., Nimse, S.B., Churchill, D.G.
ID
ZDB-PUB-231128-9
Date
2023
Source
Talanta   269: 125459125459 (Journal)
Registered Authors
Kim, Cheol-Hee
Keywords
Boronate moiety, Gallbladder drug localization, H(2)O(2) probe, Indole-incorporation, NIR probe, Rapid detection
MeSH Terms
  • Animals
  • Fluorescent Dyes*
  • Gallbladder/diagnostic imaging
  • HeLa Cells
  • Humans
  • Hydrogen Peroxide
  • Indoles
  • Optical Imaging/methods
  • Zebrafish*
PubMed
38011812 Full text @ Talanta
Abstract
Fluorescent probes play essential roles in medical imaging, where the researchers can select one of many molecules to use to help monitor the status of living systems under investigation. To date, a few scaffolds that allow the in vivo detection of H2O2 are available only. Herein, we provide a highly sensitive and selective near-infrared fluorescent probe that detects H2O2 based on the ICT sensing mechanism. We report the first indole-incorporated fluorescent probe Indo-H2O2 that allows H2O2 detection with a LOD of 25.2 nM featuring a boronate group conjugated to an indole scaffold; the boronate cleaves upon reaction with H2O2. A 5-membered malononitrile derivative was incorporated; Indo-H2O2 has near-infrared (NIR) properties and the reaction time is low (∼25 min) compared to other related probes. Indo-H2O2 was successfully employed in both endogenous and exogenous imaging trials of H2O2 in living cells. Indo-H2O2 also allows the real-time monitoring of H2O2in vivo. It preferentially accesses the gallbladder of zebrafish. Our findings support Indo-H2O2 as a highly sensitive fluorescent NIR probe for detecting H2O2, and an idea to incorporate a central indole unit in future fluorescent probe designs.
Genes / Markers
Figures
Expression
Phenotype
Mutations / Transgenics
Human Disease / Model
Sequence Targeting Reagents
Fish
Antibodies
Orthology
Engineered Foreign Genes
Mapping