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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Bibliographic Details
Main Authors: Zinni,María A., Aljinovic,Ernesto M., Iglesias,Luis E., Iribarren,Adolfo M.
Format: Article in Journal/Newspaper
Language:English
Published: Sociedade Brasileira de Química 2004
Subjects:
enzymatic alcoholysis
experimental design
lipases
nucleosides
Antarc*
Antarctica
Online Access:http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422004000300022
Description
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.

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