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Molecules 2016, 21(5), 648; doi:10.3390/molecules21050648

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

Institute of Organic Chemistry and Biochemistry, AS CR, Flemingovo nám. 2, Prague 6, Czech Republic
Departamento de Biocatálisis, Instituto de Catálisis (CSIC) Campus UAM Cantoblanco, Madrid 28049, Spain
Authors to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 28 March 2016 / Revised: 4 May 2016 / Accepted: 10 May 2016 / Published: 16 May 2016
(This article belongs to the Special Issue Biomolecules Modification)
View Full-Text   |   Download PDF [1942 KB, uploaded 16 May 2016]   |  


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. View Full-Text
Keywords: regioselectivity; palmitoylation; glycosylation; chemical modification regioselectivity; palmitoylation; glycosylation; chemical modification

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Brabcová, J.; Blažek, J.; Krečmerová, M.; Vondrášek, J.; Palomo, J.M.; Zarevúcka, M. Regioselective Palmitoylation of 9-(2,3-Dihydroxy- propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate. Molecules 2016, 21, 648.

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