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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

1
Institute of Organic Chemistry and Biochemistry, AS CR, Flemingovo nám. 2, Prague 6, Czech Republic
2
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]   |  

Abstract

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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MDPI and ACS Style

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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