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Role of the Flavan-3-ol and Galloyl Moieties in the Interaction of (−)-Epigallocatechin Gallate with Serum Albumin

[Image: see text] The principal green tea polyphenol, (−)-epigallocatechin-3-O-gallate (EGCg), may provide chemoprotection against conditions ranging from cardiovascular disease to cancer. Binding to plasma proteins stabilizes EGCg during its transport to targeted tissues. This study explored the de...

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Detalles Bibliográficos
Autores principales: Li, Min, Hagerman, Ann E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4010290/
https://www.ncbi.nlm.nih.gov/pubmed/24712545
http://dx.doi.org/10.1021/jf500246m
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author Li, Min
Hagerman, Ann E.
author_facet Li, Min
Hagerman, Ann E.
author_sort Li, Min
collection PubMed
description [Image: see text] The principal green tea polyphenol, (−)-epigallocatechin-3-O-gallate (EGCg), may provide chemoprotection against conditions ranging from cardiovascular disease to cancer. Binding to plasma proteins stabilizes EGCg during its transport to targeted tissues. This study explored the details EGCg binding to bovine serum albumin. Both fluorescence lifetime and intensity data showed that the hydrophobic pocket between subdomains IIA and IIIA is the binding site for EGCg. Fluorescence and circular dichroism were used to establish the roles of the flavan-3-ol and galloyl moieties of the EGCg in binding and to demonstrate a binding-dependent conformational change in the protein. Competitive binding experiments confirmed the location of binding, and molecular modeling identified protein residues that play key roles in the interaction. This model of EGCg–BSA interactions improves the understanding of the likely physiological fate of this green tea-derived bioactive polyphenol.
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spelling pubmed-40102902015-04-08 Role of the Flavan-3-ol and Galloyl Moieties in the Interaction of (−)-Epigallocatechin Gallate with Serum Albumin Li, Min Hagerman, Ann E. J Agric Food Chem [Image: see text] The principal green tea polyphenol, (−)-epigallocatechin-3-O-gallate (EGCg), may provide chemoprotection against conditions ranging from cardiovascular disease to cancer. Binding to plasma proteins stabilizes EGCg during its transport to targeted tissues. This study explored the details EGCg binding to bovine serum albumin. Both fluorescence lifetime and intensity data showed that the hydrophobic pocket between subdomains IIA and IIIA is the binding site for EGCg. Fluorescence and circular dichroism were used to establish the roles of the flavan-3-ol and galloyl moieties of the EGCg in binding and to demonstrate a binding-dependent conformational change in the protein. Competitive binding experiments confirmed the location of binding, and molecular modeling identified protein residues that play key roles in the interaction. This model of EGCg–BSA interactions improves the understanding of the likely physiological fate of this green tea-derived bioactive polyphenol. American Chemical Society 2014-04-08 2014-04-30 /pmc/articles/PMC4010290/ /pubmed/24712545 http://dx.doi.org/10.1021/jf500246m Text en Copyright © 2014 American Chemical Society
spellingShingle Li, Min
Hagerman, Ann E.
Role of the Flavan-3-ol and Galloyl Moieties in the Interaction of (−)-Epigallocatechin Gallate with Serum Albumin
title Role of the Flavan-3-ol and Galloyl Moieties in the Interaction of (−)-Epigallocatechin Gallate with Serum Albumin
title_full Role of the Flavan-3-ol and Galloyl Moieties in the Interaction of (−)-Epigallocatechin Gallate with Serum Albumin
title_fullStr Role of the Flavan-3-ol and Galloyl Moieties in the Interaction of (−)-Epigallocatechin Gallate with Serum Albumin
title_full_unstemmed Role of the Flavan-3-ol and Galloyl Moieties in the Interaction of (−)-Epigallocatechin Gallate with Serum Albumin
title_short Role of the Flavan-3-ol and Galloyl Moieties in the Interaction of (−)-Epigallocatechin Gallate with Serum Albumin
title_sort role of the flavan-3-ol and galloyl moieties in the interaction of (−)-epigallocatechin gallate with serum albumin
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4010290/
https://www.ncbi.nlm.nih.gov/pubmed/24712545
http://dx.doi.org/10.1021/jf500246m
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