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Alzheimer’s Disease (AD) is a pervasive form of dementia that accounts for 60% to 70% of progressive cognitive impairment within the elderly population.1 This neurodegenerative disease manifests itself through a progressive decline in motor function, memory, and cognition.2 AD is closely associated with the accumulation of amyloid- β (Aβ) proteins that form insoluble plaques.2 The formation of Aβ is a hallmark of AD and can serve as a means for diagnosis. Our objective is to synthesize potential candidates for a practical and safe means to detecting AD in its early stages. We synthesized the target fluorescent probes by Knoevenagel condensation to yield p-styryl pyridinium salts of different carbon chain lengths by reacting terephthalaldehyde and γ-picolinium methyl salts. Additionally, counterion exchanges to tosylate and triflimide were subsequently carried out for each salt series. The products were characterized by 1H nuclear magnetic resonance, 13C nuclear magnetic resonance, elemental analysis, differential scanning calorimetry, thermogravimetric analysis, and fluorescence spectroscopy. The fluorescent properties found suggests that the synthesized probe are viable candidates to be tested in vivo for their binding to insoluble plaques. These findings will serve as a foundation for research into further carbon extensions, counter ion exchanges, and structural modifications of fluorescent probes.

Publication Date

Fall 11-15-2021




Fluorescent; Synthesis; Probe; Alzheimers Disease

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3000 KB


Faculty Mentor: Pradip Bhowmik, Ph.D.

Synthesis of Novel Fluorescent Molecular Probes for the Diagnosis of Alzheimer’s Disease