4.7 Article

Microwave-Assisted Synthesis and Ionic Liquids: Green and Sustainable Alternatives toward Enzymatic Lipophilization of Anthocyanin Monoglucosides

Journal

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
Volume 68, Issue 28, Pages 7387-7392

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.jafc.0c02599

Keywords

ionic liquids microwave-assisted synthesis; lipase B; sustainability; lipophilization; anthocyanin dyes

Funding

  1. Associate Laboratory for Sustainable Chemistry, Clean Processes and Technologies LAQV
  2. FCT [PTDC/OCE-ETA/31250/2017]
  3. FEDER [PTDC/OCE-ETA/31250/2017]
  4. [UIDB/50006/2020]
  5. Fundação para a Ciência e a Tecnologia [UIDB/50006/2020, PTDC/OCE-ETA/31250/2017] Funding Source: FCT

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Anthocyanins recycling and transformations into novel compounds have been of great interest of the scientific community to improve the circular economy and enhance their technological applications. The enzymatic acylation of anthocyanins into lipophilic derivatives by conjugation with fatty acids emerged as one of the approaches; however, the literature describes only the use of organic solvents and conventional heating. In this work, the production of cyanidin-3-glucoside-octanoic acid conjugate combining ionic liquids (ILs), microwave (MW) irradiation, and Candida antarctica lipase B as a biocatalyst was attempted for the first time. Overall, the use of MW irradiation could reduce drastically the reaction time, allowing the formation of an acylated product with similar concentrations to the conventional method. On the other hand, the study of the lipophilic conjugate synthesis using different ILs showed that their composition is crucial to achieve the desired enzymatic reaction, and in this case, the combination of an imidazolium derivative as the cation with the triflate as the anion was suitable for the production of this derivative. These promising results achieved through the combination of greener alternatives to those reported in the literature are a starting point for further developments to produce this kind of anthocyanin derivatives exploring such sustainable and ecofriendly conditions.

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