A metal-free blue chromophore derived from plant pigments
| Autor: | Fabio Luis Forti, Arthur B. Fernandes, Caroline O. Machado, Ernani Pinto, Barbara C. Freitas-Dörr, Jacinto Sá, Erick Leite Bastos, Letícia Christina Pires Gonçalves, Mônica Lopes-Ferreira, Lilian C. Russo, Mohamed Abdellah, Felipe Augusto Dörr, Amanda Capistrano Pinheiro |
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| Rok vydání: | 2020 |
| Předmět: |
Chemical Phenomena
Color BIOLOGIA CELULAR Beetroot Juice 010402 general chemistry Photochemistry 01 natural sciences 03 medical and health sciences Hydrolysis Pigment Animals Coloring Agents Research Articles Density Functional Theory Zebrafish 030304 developmental biology Hue Biological pigment 0303 health sciences Multidisciplinary Blue dye Molecular Structure Pigmentation Chemistry Spectrum Analysis fungi Biochemistry and Molecular Biology SciAdv r-articles Life Sciences food and beverages Pigments Biological Plants Chromophore 0104 chemical sciences Metals Betalamic acid visual_art visual_art.visual_art_medium sense organs Biokemi och molekylärbiologi Research Article |
| Zdroj: | Repositório Institucional da USP (Biblioteca Digital da Produção Intelectual) Universidade de São Paulo (USP) instacron:USP Science Advances |
| ISSN: | 2375-2548 |
| Popis: | The red pigments of beets are used to produce BeetBlue, a biocompatible blue dye. 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. |
| Databáze: | OpenAIRE |
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