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无溶剂条件下超声辅助酶法合成木糖醇脂肪酸酯。

Ultrasound-assisted enzymatic synthesis of xylitol fatty acid esters in solvent-free conditions.

机构信息

Departamento de Bioquímica y Biología Molecular B e Inmunología. Facultad de Química, Campus de Excelencia Internacional Regional "Campus Mare Nostrum", Universidad de Murcia, E-30100 Murcia, Spain.

Departamento de Química Inorgánica. Facultad de Química, Campus de Excelencia Internacional Regional "Campus Mare Nostrum", Universidad de Murcia, E-30100 Murcia, Spain.

出版信息

Ultrason Sonochem. 2021 Jul;75:105606. doi: 10.1016/j.ultsonch.2021.105606. Epub 2021 May 24.

DOI:10.1016/j.ultsonch.2021.105606
PMID:34058635
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8170488/
Abstract

A commercial immobilized lipase was successfully used for the synthesis of five xylityl acyl esters by means of the esterification of free fatty acids (caprylic, capric, lauric and myristic, respectively) with xylitol under solvent-free conditions. Ultrasound-assistance was shown to be a key tool to overcome the handicap imposed by both the mutual immiscibility of fatty acids and xylitol substrates, and the semisolid character of the initial reaction mixtures. In such semisolid systems, ultrasonic irradiation may enable the transport of substrate molecules to the enzyme catalytic-site, leading to the efficient synthesis of xylityl fatty ester (e.g. up to 95% yield after 90 min at 40 °C), with xylityl monoacyl ester and xylitol diacyl ester appearing as the main products (greater than 96%), assessed by HPLC and NMR analyses. The separation of products was carried out by heating and simple centrifugation of the reaction medium, which was possible due to different densities of the resulting fractions.

摘要

商业固定化脂肪酶成功地用于通过在无溶剂条件下用木糖醇酯化游离脂肪酸(分别为辛酸、癸酸、月桂酸和肉豆蔻酸)来合成五种木糖酰基酯。超声辅助被证明是克服脂肪酸和木糖醇底物的互不相容性以及初始反应混合物的半固态特性的关键工具。在这种半固态体系中,超声辐射可以使底物分子向酶催化部位输送,从而有效地合成木糖脂肪酸酯(例如,在 40°C 下反应 90 分钟后,产率高达 95%),通过 HPLC 和 NMR 分析,木糖单酯和木糖醇二酯是主要产物(大于 96%)。通过加热和简单的离心反应介质来分离产物,这是由于不同密度的产物而成为可能。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/395c8af8ea28/gr6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/d967c9f4d793/ga1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/f3badb0a85a1/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/22c3bd269486/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/71f8f847b9e5/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/907552b177b1/gr4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/11732c47171e/gr5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/395c8af8ea28/gr6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/d967c9f4d793/ga1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/f3badb0a85a1/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/22c3bd269486/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/71f8f847b9e5/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/907552b177b1/gr4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/11732c47171e/gr5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df22/8170488/395c8af8ea28/gr6.jpg

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