Artículo
Capello, M.; Imanishi, L.; Iglesias, L.E.; Iribarren, A.M. "Two new dialkoxycarbonylated nucleosides obtained through a regioselective enzymatic alcoholysis" (2007) Biotechnology Letters. 29(8):1217-1220
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Abstract:
Two new compounds, 2′,3′-di-O-ethoxycarbonyluridine and 2′,3′-di-O-ethoxycarbonylinosine, were obtained through a Candida antarctica lipase B catalysed regioselective ethanolysis of the corresponding trialcoxycarbonylated nucleosides with benzyl alcohol in 1,4-dioxane at 30°C. © 2007 Springer Science+Business Media B.V.
Registro:
| Documento: | Artículo |
| Título: | Two new dialkoxycarbonylated nucleosides obtained through a regioselective enzymatic alcoholysis |
| Autor: | Capello, M.; Imanishi, L.; Iglesias, L.E.; Iribarren, A.M. |
| Filiación: | Universidad Nacional de Quilmes, Roque Sáenz Peña 352, 1876 Bernal, Argentina INGEBI (CONICET), Vuelta de Obligado 2490, Buenos Aires 1428, Argentina |
| Palabras clave: | Carbonates; Enzymatic alcoholysis; Lipases; Nucleosides; Benzyl alcohol; Enzymatic alcoholysis; Nucleosides; Regioselective ethanolysis; Alcohols; Carbonates; Catalysis; Enzyme activity; Lipases; Regioselectivity; Nucleotides; 1,4-dioxane; alcohol derivative; dioxane; dioxane derivative; enzyme; lipase B, Candida antarctica; nucleoside; triacylglycerol lipase; unclassified drug; article; biology; Candida; catalysis; chemical model; chemistry; enzyme specificity; enzymology; methodology; stereoisomerism; temperature; Alcohols; Candida; Catalysis; Computational Biology; Dioxanes; Enzymes; Lipase; Models, Chemical; Nucleosides; Stereoisomerism; Substrate Specificity; Temperature; Candida antarctica |
| Año: | 2007 |
| Volumen: | 29 |
| Número: | 8 |
| Página de inicio: | 1217 |
| Página de fin: | 1220 |
| DOI: | http://dx.doi.org/10.1007/s10529-007-9374-x |
| Título revista: | Biotechnology Letters |
| Título revista abreviado: | Biotechnol. Lett. |
| ISSN: | 01415492 |
| CODEN: | BILED |
| CAS: | dioxane, 123-91-1; triacylglycerol lipase, 9001-62-1; 1,4-dioxane, 123-91-1; Alcohols; Dioxanes; Enzymes; Lipase, 3.1.1.3; Nucleosides; lipase B, Candida antarctica, 3.1.1.- |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01415492_v29_n8_p1217_Capello |
Referencias:
- Bornscheuer, U., Kazlauskas, R., (1999) Hydrolases in Organic Chemistry, , Wiley-VCH, Weinheim
- Capello, M., González, M., Rodríguez, S.D., Iglesias, L.E., Iribarren, A.M., A mild and quantitative procedure for the removal of alkoxycarbonyl groups using pig liver esterase or Candida antarctica B lipase (2005) J Mol Catal B Enzym, 36, pp. 36-39
- Ferrero, M., Gotor, V., Biocatalytic selective modifications of conventional nucleosides, carbocyclic nucleosides and C-nucleosides (2000) Chem Rev, 100, pp. 4319-4348
- Mapj, H., Van Rantwijk, F., Sheldon, R.A., Lipase catalysed reactions of aliphatic and arylaliphatic carbonic acid esters (2000) J Mol Catal B Enzym, 9, pp. 201-208
- Iglesias, L.E., Zinni, M.A., Gallo, M., Iribarren, A.M., Complete and regioselective deacetylation of peracetylated uridines using a lipase (2000) Biotechnol Lett, 22, pp. 361-365
- Kadereit, D., Waldmann, H., Enzymatic protecting group techniques (2001) Chem Rev, 101, pp. 3367-3396
- Parrish, J.P., Salvatore, R.N., Jung, K.W., Perspectives on alkyl carbonates in organic synthesis (2000) Tetrahedron, 56, pp. 8207-8237
- Whalen, L.J., Morrow, C.J., Resolution of a chiral alcohol through lipase-catalyzed transesterification of its mixed carbonate by poly(ethylene glycol) in organic media (2000) Tetrahedron Asymmetry, 11, pp. 1279-1288
- Zinni, M.A., Iglesias, L.E., Iribarren, A.M., Regioselective preparation of 2′,3′-di-O-acylribonucleosides carrying lipophilic acyl groups through a lipase-catalysed alcoholysis (2002) Biotechnol Lett, 24, pp. 979-983
- Zinni, M.A., Rodríguez, S.D., Pontiggia, R.M., Montserrat, J.M., Iglesias, L.E., Iribarren, A.M., Enzymatic alcoholysis of 3′,5′-di-O-acetyl-2′- deoxynucleosides (2004) J Mol Catal B Enzym, 29, pp. 129-132
- Zinni, M.A., Aljinovic, E.M., Iglesias, L.E., Iribarren, A.M., Optimisation of the lipase-catalysed preparation of a nucleoside prodrug model using an experimental design methodology (2004) Quim Nova, 27, pp. 496-498
Citas:
---------- APA ----------
Capello, M., Imanishi, L., Iglesias, L.E. & Iribarren, A.M. (2007) . Two new dialkoxycarbonylated nucleosides obtained through a regioselective enzymatic alcoholysis. Biotechnology Letters, 29(8), 1217-1220.http://dx.doi.org/10.1007/s10529-007-9374-x
---------- CHICAGO ----------
Capello, M., Imanishi, L., Iglesias, L.E., Iribarren, A.M. "Two new dialkoxycarbonylated nucleosides obtained through a regioselective enzymatic alcoholysis" . Biotechnology Letters 29, no. 8 (2007) : 1217-1220.http://dx.doi.org/10.1007/s10529-007-9374-x
---------- MLA ----------
Capello, M., Imanishi, L., Iglesias, L.E., Iribarren, A.M. "Two new dialkoxycarbonylated nucleosides obtained through a regioselective enzymatic alcoholysis" . Biotechnology Letters, vol. 29, no. 8, 2007, pp. 1217-1220.http://dx.doi.org/10.1007/s10529-007-9374-x
---------- VANCOUVER ----------
Capello, M., Imanishi, L., Iglesias, L.E., Iribarren, A.M. Two new dialkoxycarbonylated nucleosides obtained through a regioselective enzymatic alcoholysis. Biotechnol. Lett. 2007;29(8):1217-1220.http://dx.doi.org/10.1007/s10529-007-9374-x
