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

• Published in: Molecules
• Main Authors: Jana Brabcová, Jiří Blažek, Lucie Janská, Marcela Krečmerová, Marie Zarevúcka
• Format: Text
• Language: English
• Published: Multidisciplinary Digital Publishing Institute 2012
• Subjects: lipase; transesterification; prodrug; immobilization of enzymes; Antarc*; Antarctica
• Online Access: https://doi.org/10.3390/molecules171213813

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.