Regioselective Palmitoylation of 9-(2,3-Dihydroxy-propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate

The enzymatic regioselective monopalmitoylation of racemic 9-(2,3-dihydroxypropyl)adenine (DHPA), an approved antiviral agent, has been performed by an immobilized form of Candida antarctica B lipase (CAL-B) using a 4: 1 DMF/hexane mixture as the reaction medium. To improve the chemical yield of the...

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Bibliographic Details
Published in:Molecules
Main Authors: Brabcová, J. (Jana), Blažek, J. (Jiří), Krečmerová, M. (Marcela), Vondrášek, J. (Jiří), Palomo, J. M., Zarevúcka, M. (Marie)
Format: Article in Journal/Newspaper
Language:English
Published: 2016
Subjects:
regioselectivity
palmitoylation
glycosylation
chemical modification
Antarc*
Antarctica
Online Access:https://doi.org/10.3390/molecules21050648
http://hdl.handle.net/11104/0262627
Description
Summary:The enzymatic regioselective monopalmitoylation of racemic 9-(2,3-dihydroxypropyl)adenine (DHPA), an approved antiviral agent, has been performed by an immobilized form of Candida antarctica B lipase (CAL-B) using a 4: 1 DMF/hexane mixture as the reaction medium. To improve the chemical yield of the desired monopalmitoylation reaction, solid-phase chemical modifications of the lipase were evaluated. The reaction yield was successfully increased obtaining 100% product after a second treatment of the product solution with fresh immobilised chemically glycosylated-CAL-B.

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