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https://hdl.handle.net/10316/113375
Título: | Production of Human Milk Fat Substitutes by Lipase-Catalyzed Acidolysis: Immobilization, Synthesis, Molecular Docking and Optimization Studies | Autor: | Soares, Cleide M. F. Barbosa, Milson S. Santos, Samuel B. Mattedi, Silvana Lima, Álvaro S. Pereira, Matheus M. Tecelão, Carla Ferreira-Dias, Suzana |
Palavras-chave: | human milk fat substitutes; immobilization; ionic liquid; lipase; molecular docking | Data: | 2023 | Editora: | MDPI | Projeto: | This research was funded by (i) Coordenação de Aperfeiçoamento de Pessoal de Ensino Superior (CAPES) and Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq), Brazil, (ii) the national funding of FCT-Fundação para a Ciência e a Tecnologia (FCT), Portugal, to the research units LEAF—Linking Landscape, Environment, Agriculture and Food Research Centre (UIDB/04129/2020; UIDP/04129/2020), MARE (UIDB/04292/2020; UIDP/04292/2020), CIEPQPF (UIDB/EQU/00102/2020 and UIDP/EQU/00102/2020) and (iii) to the project LA/P/0069/2020 granted to the Associate Laboratory ARNET. | Título da revista, periódico, livro ou evento: | Catalysts | Volume: | 13 | Número: | 5 | Resumo: | Human milk fat (HMF) triacylglycerols (TAGs) mainly contain palmitic acid esterified at the sn-2 position while oleic and other unsaturated fatty acids are located at positions sn-1,3. This study aimed at the production of HMF substitutes (HMFS) by lipase-catalyzed acidolysis of tripalmitin with oleic acid, in a solvent-free medium. Burkholderia cepacia lipase (BCL) was immobilized in silica (prepared with protic or aprotic ionic liquids) by covalent binding or encapsulation and used as biocatalyst. The supports and immobilized biocatalysts were characterized by FTIR, TGA, and SEM. Molecular docking analysis showed that BCL preferentially attacks oleic acid rather than tripalmitin, due to the lower free energy of hydrophobic binding with this acid (6.5 kcal mol1) than with tripalmitin (5.4 kcal mol1). Therefore, the tripalmitin attack by BCL and subsequent HMFS production only occurs after the binding to most of the oleic acid molecules. The highest acidolysis activity was obtained with BCL immobilized by covalent binding in prepared silica with aprotic ionic liquid. A central composite rotatable design, as a function of temperature (58–72 C) and oleic acid/tripalmitin molar ratio (MR = 2:1–6.8:1), was performed for acidolysis optimization. Under optimized conditions (58 C and MR = 4:1 or 60 C and MR = 2:1), the oleic acid incorporation of 28 mol.% was achieved after 48 h. | URI: | https://hdl.handle.net/10316/113375 | ISSN: | 2073-4344 | DOI: | 10.3390/catal13050825 | Direitos: | openAccess |
Aparece nas coleções: | FCTUC Eng.Química - Artigos em Revistas Internacionais I&D CIEPQPF - Artigos em Revistas Internacionais |
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Ficheiro | Descrição | Tamanho | Formato | |
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Production-of-Human-Milk-Fat-Substitutes-by-LipaseCatalyzed-Acidolysis-Immobilization-Synthesis-Molecular-Docking-and-Optimization-StudiesCatalysts.pdf | 2.95 MB | Adobe PDF | Ver/Abrir |
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