Optimisation of the lipase-catalysed preparation of a nucleoside prodrug model using an experimental design methodology

The preparation of 2', 3'-di-O-hexanoyluridine (2) by a Candida antarctica B lipase-catalysed alcoholysis of 2', 3', 5'-tri-O-hexanoyluridine (1) was optimised using an experimental design. At 25 ºC better experimental conditions allowed an increase in the yield of 2 from 80...

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Published inQuímica nova Vol. 27; no. 3; pp. 496 - 498
Main Authors Zinni, María A., Aljinovic, Ernesto M., Iglesias, Luis E., Iribarren, Adolfo M.
Format Journal Article
LanguageEnglish
Portuguese
Published Sociedade Brasileira de Química 01.06.2004
Subjects
enzymatic alcoholysis
experimental design
lipases
nucleosides
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Summary:The preparation of 2', 3'-di-O-hexanoyluridine (2) by a Candida antarctica B lipase-catalysed alcoholysis of 2', 3', 5'-tri-O-hexanoyluridine (1) was optimised using an experimental design. At 25 ºC better experimental conditions allowed an increase in the yield of 2 from 80% to 96%. In addition to the yield improvement, the volume reaction could be diminished in a factor of 5 and the reaction time significantly shortened.
ISSN:0100-4042
1678-7064
DOI:10.1590/S0100-40422004000300022