Thioflavin T and Its Photoirradiative Derivatives: Exploring Their Spectroscopic Properties in the Absence and Presence of Amyloid Fibrils

In this work, we found that, during storage or after UV irradiation, ThT is demethylated or oxidized, forming three derivatives. These three derivatives were purified by high performance liquid chromatography and characterized by mass and nuclear magnetic resonance spectroscopy and the spectroscopic...

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Bibliographic Details
Published in:The journal of physical chemistry. B 2013-04, Vol.117 (13), p.3459-3468
Main Authors: Hsu, Jack C.-C., Chen, Eric H.-L., Snoeberger, Robert C., Luh, Frederick Y., Lim, T.-S., Hsu, C.-P., Chen, Rita P.-Y.
Format: Article
Language:English
Subjects:
Amyloid - chemistry
Biological and medical sciences
Chromatography, High Pressure Liquid
Conversion
Derivatives
Emittance
Fluorescence
Fundamental and applied biological sciences. Psychology
Irradiation
Lag time
Magnetic Resonance Spectroscopy
Mass Spectrometry
Molecular biophysics
Molecular Structure
Photochemical Processes
Physical chemistry
Radiation-biomolecule interaction
Spectroscopy
Thiazoles - chemistry
Ultraviolet Rays
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Summary:In this work, we found that, during storage or after UV irradiation, ThT is demethylated or oxidized, forming three derivatives. These three derivatives were purified by high performance liquid chromatography and characterized by mass and nuclear magnetic resonance spectroscopy and the spectroscopic properties of pure ThT and the derivatives carefully compared. Our results show that the emission peak at 450 nm results from oxidized ThT and not from the monomeric form of ThT, as previously proposed. The partial conversion of ThT into oxidized and demethylated derivatives has an effect on amyloid detection using ThT assay. Irradiated ThT has the same lag time as pure ThT in the amyloidogenesis of insulin, but the intensity of the emitted fluorescence is significantly decreased.
ISSN:1520-6106
1520-5207
DOI:10.1021/jp309331u