Date of Award

2025

Document Type

Open Access Master's Thesis

Degree Name

Master of Science in Chemistry (MS)

Administrative Home Department

Department of Chemistry

Advisor 1

Haiying Liu

Committee Member 1

Tarun K. Dam

Committee Member 2

Athar Ata

Abstract

Nicotinamide adenine dinucleotide (NAD+/NADH) plays a critical role in cellular metabolism, with abnormally elevated NADH levels linked to disrupted metabolic processes and cancer. In this study, we developed near-infrared fluorescent probes to selectively measure NADH concentrations. We present five cyanine-based probes, which were optimized by modifying the connection bridges to fine tune electronics. Two NAD(P)H-biosensing probes consisting of 1,3,3-trimethyl-3H-indolium and 3-quinolinium acceptors, linked by thiophene, A, and 3,4-ethylenedioxythiophene, B, bridges are detailed. They exhibit near-infrared fluorescence at 742.1 nm and 727.2 nm for probes A and B, respectively, and generate absorbance signals at 690.6 nm and 685.9 nm. Probe A was proven to effectively detect NADH levels in A549 cells and D. melanogaster larvae, confirming sensing capabilities in a whole organism. Furthermore, we monitored NADH production during cellular respiration and in response to anticancer drug treatments. These probes show promise for advancing medical research and monitoring therapeutic interventions.

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