Please use this identifier to cite or link to this item:
https://hdl.handle.net/10316/113375
Title: | Production of Human Milk Fat Substitutes by Lipase-Catalyzed Acidolysis: Immobilization, Synthesis, Molecular Docking and Optimization Studies | Authors: | Soares, Cleide M. F. Barbosa, Milson S. Santos, Samuel B. Mattedi, Silvana Lima, Álvaro S. Pereira, Matheus M. Tecelão, Carla Ferreira-Dias, Suzana |
Keywords: | human milk fat substitutes; immobilization; ionic liquid; lipase; molecular docking | Issue Date: | 2023 | Publisher: | MDPI | Project: | UIDB/04129/2020 info:eu-repo/grantAgreement/UIDB/04292/2020/PT info:eu-repo/grantAgreement/UIDP/04292/2020 UIDP/04129/2020 LA/P/0069/ 2020 info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB/00102/2020 UIDP/00102/2020 |
Serial title, monograph or event: | Catalysts | Volume: | 13 | Issue: | 5 | Abstract: | 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 | Rights: | openAccess |
Appears in Collections: | FCTUC Eng.Química - Artigos em Revistas Internacionais I&D CERES - Artigos em Revistas Internacionais |
Files in This Item:
File | Description | Size | Format | |
---|---|---|---|---|
Production-of-Human-Milk-Fat-Substitutes-by-LipaseCatalyzed-Acidolysis-Immobilization-Synthesis-Molecular-Docking-and-Optimization-StudiesCatalysts.pdf | 2.95 MB | Adobe PDF | View/Open |
Page view(s)
73
checked on Oct 16, 2024
Download(s)
22
checked on Oct 16, 2024
Google ScholarTM
Check
Altmetric
Altmetric
This item is licensed under a Creative Commons License