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脂肪酶在合成外消旋 9-(2,3-二羟丙基)腺嘌呤前药中的应用。

Lipases as tools in the synthesis of prodrugs from racemic 9-(2,3-dihydroxypropyl)adenine.

机构信息

Institute of Chemical Technology Prague, Faculty of Food and Biochemical Technology, Technická 5, 160 28 Prague 6, Czech Republic.

出版信息

Molecules. 2012 Nov 22;17(12):13813-24. doi: 10.3390/molecules171213813.

DOI:10.3390/molecules171213813
PMID:23174898
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6268494/
Abstract

Lipases from Geotrichum candidum 4013 (extracellular lipase and cell-bound lipase) were immobilized by adsorption on chitosan beads. The enzyme preparations were tested in the synthesis of ester prodrugs from racemic 9-(2,3-dihydroxypropyl)adenine in dimethylformamide with different vinyl esters (acetate, butyrate, decanoate, laurate, palmitate). The transesterification activities of these immobilized enzymes were compared with commercially available lipases (lipase from hog pancreas, Aspergillus niger, Candida antarctica, Pseudomonas fluorescens). Lipase from Candida antarctica was found to be the most efficient enzyme regarding chemical yield of the desired products, while transesterification by lipase from Aspergillus niger resulted in lower yields.

摘要

从产朊假丝酵母 4013(细胞外脂肪酶和细胞结合脂肪酶)中提取的脂肪酶通过吸附在壳聚糖珠上进行固定化。用不同的乙烯酯(乙酸酯、丁酸酯、癸酸酯、月桂酸酯、棕榈酸酯)在二甲基甲酰胺中将这些酶制剂用于外消旋 9-(2,3-二羟丙基)腺嘌呤的酯前药合成,测试了酶制剂的活性。与市售的脂肪酶(猪胰腺脂肪酶、黑曲霉脂肪酶、南极假丝酵母脂肪酶、荧光假单胞菌脂肪酶)相比,这些固定化酶的转酯化活性。在所需产物的化学产率方面,发现南极假丝酵母脂肪酶是最有效的酶,而黑曲霉脂肪酶的转酯化产率较低。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/341b/6268494/d018ed5f1906/molecules-17-13813-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/341b/6268494/d018ed5f1906/molecules-17-13813-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/341b/6268494/d018ed5f1906/molecules-17-13813-g001.jpg

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