Molecular probe to visualize the effect of a glycolytic inhibitor on reducing NADH levels in a cellular system

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

The present manuscript demonstrates the exploration of a molecular probe, MQ-CN-BTZ, for fluorescence imaging alteration NADH level in cellular environment presence glycolytic inhibitor, 3-bromopyruvic acid.

Language: Английский

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In vitro and in vivo bioimaging by Quinoline conjugated probes and dyes

Coordination Chemistry Reviews, Journal Year: 2025, Volume and Issue: 536, P. 216654 - 216654

Published: April 10, 2025

Language: Английский

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Near-Infrared Visualization of NAD(P)H Dynamics in Live Cells and Drosophila melanogaster Larvae Using a Coumarin-Based Pyridinium Fluorescent Probe

ACS Applied Bio Materials, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 19, 2024

A near-infrared fluorescent probe,

Language: Английский

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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, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 26, 2024

Cyanine dyes constructed for NAD(P)H near-infrared sensing utilize extended π-conjugation but often exhibit delayed fluorescence responses to due reduced positive charge density in 3-quinolinium acceptors. This study introduces deep-red and compact cyanine represented by probes A B mitochondrial detection live cells. Probes feature a unique structural design with double bond connection linking strategically positioned 1-methylquinolinium acceptor units at 2- 4-positions, correspondingly. Probe absorbs 359 531 nm, while probe 324 370 emitting subtle 587 628 respectively, no NADH present. Upon exposure, significant emission enhancements 612 656 correspondingly, attributed the efficient reduction of electron-donative 1-methyl-1,4-dihydroquinoline units. B, chosen its fast response NAD(P)H, effectively monitored dynamic intracellular levels throughout diverse experimental conditions. In HeLa cells, minimal basal increased upon stimulation. It also identified following chemical treatments acesulfame potassium, cisplatin, carboplatin, temozolomide, CoCl2-induced hypoxia, TLR4 activation macrophages disease models kidney pathology, where diseased tissues exhibited higher than normal tissues. fruit fly larvae under starvation conditions, tracked increases triggered exogenous NADH, demonstrating vivo applicability metabolic studies. These findings highlight B's utility elucidating fluctuations biological contexts, offering insights into function cellular metabolism.

Language: Английский

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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, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 5, 2025

The detection and dynamic monitoring of intracellular NAD(P)H concentrations are crucial for comprehending cellular metabolism, redox biology, their roles in various physiological pathological processes. To address this need, we introduce sensor A, a near-infrared ratiometric fluorescent real-time, quantitative imaging fluctuations live cells. Sensor A combines 3-quinolinium electron-deficient acceptor with rhodamine dye, offering high sensitivity specificity superior photophysical properties. In its unbound state, emits strongly at 650 nm weakly 465 upon 400 excitation. Upon binding to NAD(P)H, it shows fluorescence increase decrease nm, enabling accurate measurements. also exhibits upconversion when excited 800 or 810 additional flexibility different experimental setups. sensor's response relies on the reduction by forming 1,4-dihydroquinoline donor that enhances quenches emission through photoinduced electron transfer. This mechanism ensures reliable quantification levels while minimizing interference from concentration, excitation intensity, environmental factors. was validated HeLa MD-MB453 cells under metabolic pharmacological conditions, including glucose maltose stimulation treatments chemotherapeutic agents. Co-localization mitochondrial-specific dyes confirmed mitochondrial targeting, precise tracking fluctuations. vivo Drosophila larvae nutrient starvation exposure revealed dose-dependent responses, highlighting potential changes organisms. represents significant advancement imaging, providing powerful tool exploring metabolism biology biomedical research.

Language: Английский

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Deep-Red Cyanine-Based Fluorescent Probes with 6-Quinolinium Acceptors for Mitochondrial NAD(P)H Imaging in Live Cells and Human Diseased Kidney Tissues

ACS Applied Bio Materials, Journal Year: 2025, Volume and Issue: unknown

Published: April 7, 2025

We developed two deep-red cyanine chromophores, probes A and B, for selective mitochondrial NAD(P)H detection in live cells. Probe features a 1,2,3,3-tetramethyl-3H-indolium core, while probe B incorporates 1,1,2,3-tetramethyl-1H-benzo[e]indol-3-ium moiety, both linked to quinolinium via vinyl bond enable fluorescence modulation upon reduction of B. To explore the role electron-withdrawing groups sensitivity, we synthesized three additional dyes (probes C, D, E) condensation 6-quinolinecarboxaldehyde with 2,3-dimethyl-1,3-benzothiazolium acceptor malononitrile derivatives, followed by methylation. Under NAD(P)H-deficient conditions, showed absorption at 382 nm weak 636 nm, absorbed 443 618 nm. Upon reduction, exhibited red-shifted 520 enhanced emission 589 550 strong 610 C 524 586 D E no detectable response, highlighting critical acceptors. demonstrated superior successfully tracking fluctuations HeLa cells under glycolysis stimulation (glucose, lactate, pyruvate) treatments LPS methotrexate. It also visualized Drosophila larvae, revealing increased levels after drug treatments. Notably, distinguished between healthy diseased human kidney tissues, detecting significantly elevated NADH autosomal dominant polycystic disease (ADPKD) samples, emphasizing its diagnostic potential. This study introduces as versatile reliable sensor metabolic research diagnostics, offering valuable insights into redox processes cells, organisms, clinical samples.

Language: Английский

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A Quinolinium-Functionalized Hemicyanine Dye for Ratiometric NAD(P)H Sensing in Live Cells, Kidney Tissues, and Drosophila melanogaster

Sensors and Actuators B Chemical, Journal Year: 2025, Volume and Issue: unknown, P. 138043 - 138043

Published: May 1, 2025

Language: Английский

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Synthesis of fluorescent dicyanomethylenevinyl-1,3-dicoumarin compounds with donor-acceptor-π-donor (D-A-π-D) system and investigation of their photophysical, NLO, and chemosensor properties: Part 1

Spectrochimica Acta Part A Molecular and Biomolecular Spectroscopy, Journal Year: 2024, Volume and Issue: 330, P. 125619 - 125619

Published: Dec. 20, 2024

Language: Английский

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