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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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| Published in: | The journal of physical chemistry. B 2013-04, Vol.117 (13), p.3459-3468 |
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| Main Authors: | , , , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-a411t-2130f8b3bc3e01f7877de0ac29431e1cf01eae0066edcdc82f845c83da80db963 |
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| cites | cdi_FETCH-LOGICAL-a411t-2130f8b3bc3e01f7877de0ac29431e1cf01eae0066edcdc82f845c83da80db963 |
| container_end_page | 3468 |
| container_issue | 13 |
| container_start_page | 3459 |
| container_title | The journal of physical chemistry. B |
| container_volume | 117 |
| creator | Hsu, Jack C.-C. Chen, Eric H.-L. Snoeberger, Robert C. Luh, Frederick Y. Lim, T.-S. Hsu, C.-P. Chen, Rita P.-Y. |
| description | 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. |
| doi_str_mv | 10.1021/jp309331u |
| format | article |
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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.</description><identifier>ISSN: 1520-6106</identifier><identifier>EISSN: 1520-5207</identifier><identifier>DOI: 10.1021/jp309331u</identifier><identifier>PMID: 23458420</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>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</subject><ispartof>The journal of physical chemistry. 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B</title><addtitle>J. Phys. Chem. B</addtitle><description>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.</description><subject>Amyloid - chemistry</subject><subject>Biological and medical sciences</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Conversion</subject><subject>Derivatives</subject><subject>Emittance</subject><subject>Fluorescence</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Irradiation</subject><subject>Lag time</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Mass Spectrometry</subject><subject>Molecular biophysics</subject><subject>Molecular Structure</subject><subject>Photochemical Processes</subject><subject>Physical chemistry</subject><subject>Radiation-biomolecule interaction</subject><subject>Spectroscopy</subject><subject>Thiazoles - chemistry</subject><subject>Ultraviolet Rays</subject><issn>1520-6106</issn><issn>1520-5207</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNqF0cFu1DAQBuAIUdFSOPACyBekctgyYzuxl9uqtFCpUldiOUeOPWa9ysbBTlb0FXhqQndpL5V6sDyWPv8jzRTFO4RzBI6fNr2AuRA4vihOsOQwm456eagrhOq4eJ3zBoCXXFevimMuZKklh5Piz2odom_NLnRsxUzn2PWQ2XIdhxhSMi6YIeyIfaEUdvdl_swuf_dtTKH7yVZrCol978kOKWYb-2DZMsWe0hAosylzWBNbNJk6S_fpy0T7R_Rssb1rY3DsKjQptPlNceRNm-nt4T4tflxdri6-zW5uv15fLG5mRiIOM44CvG5EYwUBeqWVcgTG8rkUSGg9IBkCqCpy1lnNvZal1cIZDa6ZV-K0ONvn9in-GikP9TZkS21rOopjrlGVogSNc_08LaUEVLJUz1PBpdBq-jHRj3tqp6HlRL7uU9iadFcj1P8WWj8sdLLvD7FjsyX3IP9vcAIfDsBka1qfTGdDfnSKI3KUj87YXG_imLppxk80_AuWvLUE</recordid><startdate>20130404</startdate><enddate>20130404</enddate><creator>Hsu, Jack C.-C.</creator><creator>Chen, Eric H.-L.</creator><creator>Snoeberger, Robert C.</creator><creator>Luh, Frederick Y.</creator><creator>Lim, T.-S.</creator><creator>Hsu, C.-P.</creator><creator>Chen, Rita P.-Y.</creator><general>American Chemical Society</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7TK</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20130404</creationdate><title>Thioflavin T and Its Photoirradiative Derivatives: Exploring Their Spectroscopic Properties in the Absence and Presence of Amyloid Fibrils</title><author>Hsu, Jack C.-C. ; Chen, Eric H.-L. ; Snoeberger, Robert C. ; Luh, Frederick Y. ; Lim, T.-S. ; Hsu, C.-P. ; Chen, Rita P.-Y.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a411t-2130f8b3bc3e01f7877de0ac29431e1cf01eae0066edcdc82f845c83da80db963</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Amyloid - chemistry</topic><topic>Biological and medical sciences</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Conversion</topic><topic>Derivatives</topic><topic>Emittance</topic><topic>Fluorescence</topic><topic>Fundamental and applied biological sciences. 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B</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hsu, Jack C.-C.</au><au>Chen, Eric H.-L.</au><au>Snoeberger, Robert C.</au><au>Luh, Frederick Y.</au><au>Lim, T.-S.</au><au>Hsu, C.-P.</au><au>Chen, Rita P.-Y.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Thioflavin T and Its Photoirradiative Derivatives: Exploring Their Spectroscopic Properties in the Absence and Presence of Amyloid Fibrils</atitle><jtitle>The journal of physical chemistry. B</jtitle><addtitle>J. Phys. Chem. B</addtitle><date>2013-04-04</date><risdate>2013</risdate><volume>117</volume><issue>13</issue><spage>3459</spage><epage>3468</epage><pages>3459-3468</pages><issn>1520-6106</issn><eissn>1520-5207</eissn><notes>ObjectType-Article-1</notes><notes>SourceType-Scholarly Journals-1</notes><notes>ObjectType-Feature-2</notes><notes>content type line 23</notes><abstract>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.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>23458420</pmid><doi>10.1021/jp309331u</doi><tpages>10</tpages></addata></record> |
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| identifier | ISSN: 1520-6106 |
| ispartof | The journal of physical chemistry. B, 2013-04, Vol.117 (13), p.3459-3468 |
| issn | 1520-6106 1520-5207 |
| language | eng |
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| source | American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list) |
| 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 |
| title | Thioflavin T and Its Photoirradiative Derivatives: Exploring Their Spectroscopic Properties in the Absence and Presence of Amyloid Fibrils |
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