title: Lipases as tools in the synthesis of prodrugs from racemic 9-(2,3-dihydroxypropyl)adenine.
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.
authors.affiliation: Institute of Chemical Technology Prague, Faculty of Food and Biochemical Technology, Technická 5, 160 28 Prague 6, Czech Republic. brabcova@uochb.cas.cz
authors.forename: Jana
authors.initials: J
authors.lastname: Brabcová
authors.forename: Jiří
authors.initials: J
authors.lastname: Blažek
authors.forename: Lucie
authors.initials: L
authors.lastname: Janská
authors.forename: Marcela
authors.initials: M
authors.lastname: Krečmerová
authors.forename: Marie
authors.initials: M
authors.lastname: Zarevúcka
mesh_terms: D000225:Adenine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D048271:Chitosan / Q000737:chemistry; D004800:Enzymes, Immobilized / Q000737:chemistry / Q000378:metabolism; D004951:Esterification; D004952:Esters / Q000737:chemistry; D005848:Geotrichum / Q000201:enzymology*; D008049:Lipase / Q000737:chemistry / Q000302:isolation & purification*; D011355:Prodrugs / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D004800:Enzymes, Immobilized; D004952:Esters; D011355:Prodrugs; C016391:9-(2,3-dihydroxypropyl)adenine; D048271:Chitosan; D008049:Lipase; C065602:lipase II, Geotrichum candidum; D000225:Adenine