title: Regioselective Palmitoylation of 9-(2,3-Dihydroxy- propyl)adenine Catalyzed by a Glycopolymer-enzyme Conjugate.
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.
authors.affiliation: Institute of Organic Chemistry and Biochemistry, AS CR, Flemingovo nám. 2, Prague 6, Czech Republic. brabcova@uochb.cas.cz.
authors.forename: Jana
authors.initials: J
authors.lastname: Brabcová
authors.affiliation: Institute of Organic Chemistry and Biochemistry, AS CR, Flemingovo nám. 2, Prague 6, Czech Republic. blazek@uochb.cas.cz.
authors.forename: Jiří
authors.initials: J
authors.lastname: Blažek
authors.affiliation: Institute of Organic Chemistry and Biochemistry, AS CR, Flemingovo nám. 2, Prague 6, Czech Republic. krecmerova@uochb.cas.cz.
authors.forename: Marcela
authors.initials: M
authors.lastname: Krečmerová
authors.affiliation: Institute of Organic Chemistry and Biochemistry, AS CR, Flemingovo nám. 2, Prague 6, Czech Republic. vondrasek@uochb.cas.cz.
authors.forename: Jiří
authors.initials: J
authors.lastname: Vondrášek
authors.affiliation: Departamento de Biocatálisis, Instituto de Catálisis (CSIC) Campus UAM Cantoblanco, Madrid 28049, Spain. josempalomo@icp.csic.es.
authors.forename: Jose M
authors.initials: JM
authors.lastname: Palomo
authors.affiliation: Institute of Organic Chemistry and Biochemistry, AS CR, Flemingovo nám. 2, Prague 6, Czech Republic. zarevucka@uochb.cas.cz.
authors.forename: Marie
authors.initials: M
authors.lastname: Zarevúcka
mesh_terms: D000225:Adenine / Q000031:analogs & derivatives* / Q000737:chemistry; D002175:Candida / Q000201:enzymology; D002384:Catalysis; D004800:Enzymes, Immobilized / Q000737:chemistry; D005656:Fungal Proteins / Q000737:chemistry*; D006031:Glycosylation; D006586:Hexanes / Q000737:chemistry; D008049:Lipase / Q000737:chemistry*; D054878:Lipoylation; D011108:Polymers / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D004800:Enzymes, Immobilized; D005656:Fungal Proteins; D006586:Hexanes; D011108:Polymers; D012997:Solvents; C026385:n-hexane; C016391:9-(2,3-dihydroxypropyl)adenine; D008049:Lipase; C431349:lipase B, Candida antarctica; D000225:Adenine
keywords: chemical modification; glycosylation; palmitoylation; regioselectivity