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Abstract:

Lipase-catalysed alcoholysis and hydrolysis of 2',3',5-tri-O- acetyluridine (1a) and 2',3',5'-tri-O-acetyl-2'-C-methyluridine (1b) were studied. Conditions for full and regioselective deacetylation of 1a and 1b are shown in the present work. New compound 2',3'-di-O-acetyl-2'-C- methyluridine (3b) was prepared by regioselective lipase-catalysed deacetylation.

Registro:

Documento: Artículo
Título:Complete and regioselective deacetylation of peracetylated uridines using a lipase
Autor:Iglesias, L.E.; Zinni, M.A.; Gallo, M.; Iribarren, A.M.
Filiación:Centro de Estudios e Investigaciones, Universidad Nacional de Quilmes, Roque Sáenz Peña 180, Bernal, Provincia de Buenos Aires, Argentina
INGEBI (CONICET), Vuelta de Obligado 2490, (1428) Buenos Aires, Argentina
Palabras clave:Acetyluridines; Deacetylation; Lipase; Nucleosides; Triacetyluridines; azaribine; triacylglycerol lipase; uridine derivative; article; catalysis; deacetylation; enzyme mechanism; hydrolysis; stereochemistry
Año:2000
Volumen:22
Número:5
Página de inicio:361
Página de fin:365
DOI: http://dx.doi.org/10.1023/A:1005620617554
Título revista:Biotechnology Letters
Título revista abreviado:Biotechnol. Lett.
ISSN:01415492
CODEN:BILED
CAS:azaribine, 2169-64-4; triacylglycerol lipase, 9001-62-1
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01415492_v22_n5_p361_Iglesias

Referencias:

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  • Singh, H.K., Cote, G.L., Sikorski, R.S., Enzymatic regioselective deacylation of 2′,3′, 5′-tri-O-acylribonucleosides: Enzymatic synthesis of 2′,3′-di-O-acylribonucleosides (1993) Tetrahedron Lett., 34, pp. 5201-5204

Citas:

---------- APA ----------
Iglesias, L.E., Zinni, M.A., Gallo, M. & Iribarren, A.M. (2000) . Complete and regioselective deacetylation of peracetylated uridines using a lipase. Biotechnology Letters, 22(5), 361-365.
http://dx.doi.org/10.1023/A:1005620617554
---------- CHICAGO ----------
Iglesias, L.E., Zinni, M.A., Gallo, M., Iribarren, A.M. "Complete and regioselective deacetylation of peracetylated uridines using a lipase" . Biotechnology Letters 22, no. 5 (2000) : 361-365.
http://dx.doi.org/10.1023/A:1005620617554
---------- MLA ----------
Iglesias, L.E., Zinni, M.A., Gallo, M., Iribarren, A.M. "Complete and regioselective deacetylation of peracetylated uridines using a lipase" . Biotechnology Letters, vol. 22, no. 5, 2000, pp. 361-365.
http://dx.doi.org/10.1023/A:1005620617554
---------- VANCOUVER ----------
Iglesias, L.E., Zinni, M.A., Gallo, M., Iribarren, A.M. Complete and regioselective deacetylation of peracetylated uridines using a lipase. Biotechnol. Lett. 2000;22(5):361-365.
http://dx.doi.org/10.1023/A:1005620617554