ArticleJournal of materials chemistry. B2021
A ratiometric near-infrared fluorescent probe based on a novel reactive cyanine platform for mitochondrial pH detection.
Article in Journal of materials chemistry. B, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed.
- A Rhodamine-Based Ratiometric Fluorescent Sensor for Dual-Channel Visible and Near-Infrared Emission Detection of NAD(P)H in Living Cells and Fruit Fly Larvae.ACS applied bio materials · 2025Article
- Near-Infrared Probes Designed with Hemicyanine Fluorophores Featuring Rhodamine and 1,8-Naphthalic Derivatives for Viscosity and HSA Detection in Live Cells.ACS applied bio materials · 2025Article
- Deep-Red and Near-Infrared Compact Cyanine Dyes for Sensitive NAD(P)H Sensing in Live Cells and Kidney Disease Tissues.ACS applied bio materials · 2024Article
- Near-Infrared Visualization of NAD(P)H Dynamics in Live Cells andACS applied bio materials · 2024Article
- Article
- Syntheses and Applications of Coumarin-Derived Fluorescent Probes for Real-Time Monitoring of NAD(P)H Dynamics in Living Cells across Diverse Chemical Environments.ACS applied bio materials · 2024Article
- Near-infrared Absorption and Emission Probes with Optimal Connection Bridges for Live Monitoring of NAD(P)H Dynamics in Living Systems.Sensors and actuators. B, Chemical · 2024Article
- Advances in Small-Molecule Fluorescent pH Probes for Monitoring Mitophagy.Chemical & biomedical imaging · 2024Review
- Thiophene-based organic dye with large Stokes shift and deep red emission for live cell NAD(P)H detection under varying chemical stimuli.Journal of materials chemistry. B · 2023Article
- Near-infrared rhodol dyes bearing salicylaldehyde moieties for ratiometric pH sensing in live cells during mitophagy and under hypoxia conditions.Journal of materials chemistry. B · 2023Article
- Mitochondrial Targeting and Imaging with Small Organic Conjugated Fluorophores: A Review.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Review
- Near-infrared fluorescent probe based on rhodamine derivative for detection of NADH in live cells.Methods (San Diego, Calif.) · 2022Article
Corrections and comments
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Authors and funding
10 authors.
Funding
Abstract
A near-infrared reactive cyanine platform (probe A) was prepared by condensation of 9-chloro-1,2,3,4-tetrahydro-10-methyl-acridinium iodide with Fisher's aldehyde. A near-infrared fluorescent probe (probe B) was prepared by modifying a reactive chlorine atom of probe A with tert-butyl(2-aminoethyl)carbamate through a substitution reaction. The deprotection of the Boc group of probe B was achieved under an acidic condition, affording an amine-functionalized cyanine dye (probe C). A near-infrared ratiometric fluorescent probe (probe D) for mitochondrial pH detection was synthesized by conjugating a FRET coumarin donor to a FRET cyanine acceptor (probe C) through an amide bond connection. Probe A shows low fluorescence of 2% due to an electron-withdrawing chlorine atom, while probes B-D display high fluorescence quantum yields of 60%, 32%, and 35% in aqueous solutions containing 10% ethanol, respectively. Probes B-D show strong fluorescence with push-pull molecular structures in neutral and basic pH conditions. However, protonation of the probe's second amine at the 9-position under acidic condition disrupts the push-pull feature of the probes, resulting in fluorescence quenching of the new cyanine fluorophores. The probes can selectively stain mitochondria, while probe D was employed to detect pH changes in HeLa cells and Drosophila melanogaster first-instar larvae.
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