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 th...

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Autores principales: Brabcová, Jana, Blažek, Jiří, Krečmerová, Marcela, Vondrášek, Jiří, Palomo, Jose M., Zarevúcka, Marie
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6274252/
https://www.ncbi.nlm.nih.gov/pubmed/27196879
http://dx.doi.org/10.3390/molecules21050648
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author Brabcová, Jana
Blažek, Jiří
Krečmerová, Marcela
Vondrášek, Jiří
Palomo, Jose M.
Zarevúcka, Marie
author_facet Brabcová, Jana
Blažek, Jiří
Krečmerová, Marcela
Vondrášek, Jiří
Palomo, Jose M.
Zarevúcka, Marie
author_sort Brabcová, Jana
collection PubMed
description 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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spelling pubmed-62742522018-12-28 Regioselective Palmitoylation of 9-(2,3-Dihydroxy- propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate Brabcová, Jana Blažek, Jiří Krečmerová, Marcela Vondrášek, Jiří Palomo, Jose M. Zarevúcka, Marie Molecules Article 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. MDPI 2016-05-16 /pmc/articles/PMC6274252/ /pubmed/27196879 http://dx.doi.org/10.3390/molecules21050648 Text en © 2016 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Brabcová, Jana
Blažek, Jiří
Krečmerová, Marcela
Vondrášek, Jiří
Palomo, Jose M.
Zarevúcka, Marie
Regioselective Palmitoylation of 9-(2,3-Dihydroxy- propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate
title Regioselective Palmitoylation of 9-(2,3-Dihydroxy- propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate
title_full Regioselective Palmitoylation of 9-(2,3-Dihydroxy- propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate
title_fullStr Regioselective Palmitoylation of 9-(2,3-Dihydroxy- propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate
title_full_unstemmed Regioselective Palmitoylation of 9-(2,3-Dihydroxy- propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate
title_short Regioselective Palmitoylation of 9-(2,3-Dihydroxy- propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate
title_sort regioselective palmitoylation of 9-(2,3-dihydroxy- propyl)adenine catalyzed by a glycopolymer-enzyme conjugate
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6274252/
https://www.ncbi.nlm.nih.gov/pubmed/27196879
http://dx.doi.org/10.3390/molecules21050648
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