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A metal-free blue chromophore derived from plant pigments

Blue natural pigments are rare, especially among plants. However, flowering species that evolved to attract Hymenoptera pollinators are colored by blue anthocyanin-metal complexes. Plants lacking anthocyanins are pigmented by betalains but are unable to produce blue hues. By extending the π-system o...

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Autores principales: Freitas-Dörr, B. C., Machado, C. O., Pinheiro, A. C., Fernandes, A. B., Dörr, F. A., Pinto, E., Lopes-Ferreira, M., Abdellah, M., Sá, J., Russo, L. C., Forti, F. L., Gonçalves, L. C. P., Bastos, E. L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Association for the Advancement of Science 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7124932/
https://www.ncbi.nlm.nih.gov/pubmed/32284978
http://dx.doi.org/10.1126/sciadv.aaz0421
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author Freitas-Dörr, B. C.
Machado, C. O.
Pinheiro, A. C.
Fernandes, A. B.
Dörr, F. A.
Pinto, E.
Lopes-Ferreira, M.
Abdellah, M.
Sá, J.
Russo, L. C.
Forti, F. L.
Gonçalves, L. C. P.
Bastos, E. L.
author_facet Freitas-Dörr, B. C.
Machado, C. O.
Pinheiro, A. C.
Fernandes, A. B.
Dörr, F. A.
Pinto, E.
Lopes-Ferreira, M.
Abdellah, M.
Sá, J.
Russo, L. C.
Forti, F. L.
Gonçalves, L. C. P.
Bastos, E. L.
author_sort Freitas-Dörr, B. C.
collection PubMed
description Blue natural pigments are rare, especially among plants. However, flowering species that evolved to attract Hymenoptera pollinators are colored by blue anthocyanin-metal complexes. Plants lacking anthocyanins are pigmented by betalains but are unable to produce blue hues. By extending the π-system of betalains, we designed a photostable and metal-free blue dye named BeetBlue that did not show toxicity to human hepatic and retinal pigment epithelial cells and does not affect zebrafish embryonal development. This chiral dye can be conveniently synthesized from betalamic acid obtained from hydrolyzed red beetroot juice or by enzymatic oxidation of l-dopa. BeetBlue is blue in the solid form and in solution of acidified polar molecular solvents, including water. Its capacity to dye natural matrices makes BeetBlue the prototype of a new class of low-cost bioinspired chromophores suitable for a myriad of applications requiring a blue hue.
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spelling pubmed-71249322020-04-13 A metal-free blue chromophore derived from plant pigments Freitas-Dörr, B. C. Machado, C. O. Pinheiro, A. C. Fernandes, A. B. Dörr, F. A. Pinto, E. Lopes-Ferreira, M. Abdellah, M. Sá, J. Russo, L. C. Forti, F. L. Gonçalves, L. C. P. Bastos, E. L. Sci Adv Research Articles Blue natural pigments are rare, especially among plants. However, flowering species that evolved to attract Hymenoptera pollinators are colored by blue anthocyanin-metal complexes. Plants lacking anthocyanins are pigmented by betalains but are unable to produce blue hues. By extending the π-system of betalains, we designed a photostable and metal-free blue dye named BeetBlue that did not show toxicity to human hepatic and retinal pigment epithelial cells and does not affect zebrafish embryonal development. This chiral dye can be conveniently synthesized from betalamic acid obtained from hydrolyzed red beetroot juice or by enzymatic oxidation of l-dopa. BeetBlue is blue in the solid form and in solution of acidified polar molecular solvents, including water. Its capacity to dye natural matrices makes BeetBlue the prototype of a new class of low-cost bioinspired chromophores suitable for a myriad of applications requiring a blue hue. American Association for the Advancement of Science 2020-04-03 /pmc/articles/PMC7124932/ /pubmed/32284978 http://dx.doi.org/10.1126/sciadv.aaz0421 Text en Copyright © 2020 The Authors, some rights reserved; exclusive licensee American Association for the Advancement of Science. No claim to original U.S. Government Works. Distributed under a Creative Commons Attribution NonCommercial License 4.0 (CC BY-NC). http://creativecommons.org/licenses/by-nc/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution-NonCommercial license (http://creativecommons.org/licenses/by-nc/4.0/) , which permits use, distribution, and reproduction in any medium, so long as the resultant use is not for commercial advantage and provided the original work is properly cited.
spellingShingle Research Articles
Freitas-Dörr, B. C.
Machado, C. O.
Pinheiro, A. C.
Fernandes, A. B.
Dörr, F. A.
Pinto, E.
Lopes-Ferreira, M.
Abdellah, M.
Sá, J.
Russo, L. C.
Forti, F. L.
Gonçalves, L. C. P.
Bastos, E. L.
A metal-free blue chromophore derived from plant pigments
title A metal-free blue chromophore derived from plant pigments
title_full A metal-free blue chromophore derived from plant pigments
title_fullStr A metal-free blue chromophore derived from plant pigments
title_full_unstemmed A metal-free blue chromophore derived from plant pigments
title_short A metal-free blue chromophore derived from plant pigments
title_sort metal-free blue chromophore derived from plant pigments
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7124932/
https://www.ncbi.nlm.nih.gov/pubmed/32284978
http://dx.doi.org/10.1126/sciadv.aaz0421
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