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Molecules 2012, 17(12), 13813-13824;

Lipases as Tools in the Synthesis of Prodrugs from Racemic 9-(2,3-Dihydroxypropyl)adenine

Institute of Chemical Technology Prague, Faculty of Food and Biochemical Technology, Technická 5, 160 28 Prague 6, Czech Republic
Institute of Organic Chemistry and Biochemistry AS CR, Flemingovo n. 2, 166 10 Prague 6, Czech Republic
Author to whom correspondence should be addressed.
Received: 17 September 2012 / Revised: 15 November 2012 / Accepted: 16 November 2012 / Published: 22 November 2012
(This article belongs to the Special Issue Biocatalysis and Biotransformations in Organic Synthesis)
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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. View Full-Text
Keywords: lipase; transesterification; prodrug; immobilization of enzymes lipase; transesterification; prodrug; immobilization of enzymes

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Brabcová, J.; Blažek, J.; Janská, L.; Krečmerová, M.; Zarevúcka, M. Lipases as Tools in the Synthesis of Prodrugs from Racemic 9-(2,3-Dihydroxypropyl)adenine. Molecules 2012, 17, 13813-13824.

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