Artículo
Taverna-Porro, M.; Iglesias, L.E.; Montserrat, J.M.; Iribarren, A.M. "Deacetylation of furanosides using banana as biocatalyst" (2007) Journal of Molecular Catalysis B: Enzymatic. 44(3-4):138-143
Estamos trabajando para incorporar este artículo al repositorio
Consulte la política de Acceso Abierto del editor
Abstract:
The deacylation under hydrolytic conditions of methyl 2,3,5-tri-O-acetyl-α-d-ribofuranoside, methyl 2,3,5-tri-O-acetyl-β-d-ribofuranoside, methyl 2,3,5-tri-O-acetyl-α,β-d-arabinofuranosides and alkyl 2,3,5-tri-O-acetyl-α,β-xylofuranosides have been studied using banana whole tissue as biocatalyst. Reaction regioselectivity strongly depends on substrate structure. Hydrolysis of methyl 2,3,5-tri-O-acetyl-α-d-ribofuranoside afforded methyl 2,3-di-O-acetyl-α-d-ribofuranoside in quantitative yield. © 2006 Elsevier B.V. All rights reserved.
Registro:
| Documento: | Artículo |
| Título: | Deacetylation of furanosides using banana as biocatalyst |
| Autor: | Taverna-Porro, M.; Iglesias, L.E.; Montserrat, J.M.; Iribarren, A.M. |
| Filiación: | INGEBI (CONICET)-Vuelta de Obligado 2490-, 1428 Buenos Aires, Argentina Laboratorio de Biotransformaciones, Universidad Nacional de Quilmes, Roque Sáenz Peña 352-, Roque Sáenz Peña 352-, Argentina Instituto de Ciencias, Universidad Nacional de Gral. Sarmiento, J. M. Gutierrez 1150, Los Polvorines (B1613GSX), Argentina |
| Palabras clave: | Banana; Deprotection; Furanosides; Hydrolases; Regioselective deacetylation; Hydrolases; Regioselective deacetylation; Biocatalysts; Fruits; Hydrolysis; Tissue; Carbohydrates; arabinoside; furan derivative; hydrolase; methyl 2,3 di o acetyl alpha dextro ribofuranoside; methyl 2,3,5 tri o acetyl alpha dextro ribofuranoside; methyl 2,3,5 tri o acetyl beta dextro ribofuranoside; ribose; unclassified drug; article; banana; biocatalyst; chemical structure; deacetylation; deprotection reaction; enzyme mechanism; enzyme substrate; hydrolysis; quantitative analysis; reaction analysis; Carbohydrates; Deacetylation; Fruits; Furanosides; Hydrolysis; Tissue |
| Año: | 2007 |
| Volumen: | 44 |
| Número: | 3-4 |
| Página de inicio: | 138 |
| Página de fin: | 143 |
| DOI: | http://dx.doi.org/10.1016/j.molcatb.2006.10.001 |
| Título revista: | Journal of Molecular Catalysis B: Enzymatic |
| Título revista abreviado: | J. Mol. Catal. B Enzym. |
| ISSN: | 13811177 |
| CODEN: | JMCEF |
| CAS: | arabinoside, 50986-18-0; hydrolase, 9027-41-2; ribose, 34466-20-1, 50-69-1, 93781-19-2 |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_13811177_v44_n3-4_p138_TavernaPorro |
Referencias:
- Greene, T.W., Wuts, P.G.M., (1999) Protective Groups in Organic Synthesis. 3rd ed., , John Wiley & Sons, Inc., New York
- Ková, P., Sokoloski, E.A., Glaudemans, C.P.J., (1984) Carbohydr. Res., 128, p. 101
- Garg, R., Gupta, S.P., Gao, H., Babu, M.S., Debnath, A.K., Hansch, C., (1999) Chem. Rev., 99, p. 3525
- Ishido, H., Sakairi, N., Sekiya, M., Nakazaki, N., (1981) Carbohydr. Res., 97, p. 51
- Kadereit, D., Waldman, H., (2001) Chem. Rev., 101, p. 3367
- Horrobin, T., Hao-Tran, Ch., Crout, D., (1998) J. Chem. Soc., Perkin Trans., 1, p. 1069
- Bastida, A., Fernández-Lafuente, R., Fernández-Lorente, G., Guisan, J.M., (1999) Biorg. Med. Chem. Lett., 9, p. 633
- Terreni, M., Salvetti, R., Linati, L., Fernández-Lafuente, R., Fernández-Lorente, G., Bastida, A., Guisan, J.M., (2002) Carbohydr. Res., 337, p. 1615
- Hennen, W.J., Sweers, H.M., Wang, Y.-F., Wong, C.-H., (1988) J. Org. Chem., 53, p. 4939
- Chien, T.-C., Chern, J.-W., (2004) Carbohydr. Res., 339, p. 1215
- Fernández-Lorente, G., Palomo, J.M., Cocca, J., Mateo, C., Moro, P., Terreni, M., Fernández-Lafuente, R., Guisan, J.M., (2003) Tetrahedron, 59, p. 5705
- Jun, S.J., Moon, M.S., Lee, S.H., Cheong, Ch.S., Kim, K.S., (2005) Tetrahedron Lett., 46, p. 5063
- Forzato, C., Nitti, P., Pitacco, G., Valentin, E., (1999) Tetrahedron Asymm., 10, p. 1243
- García-Granados, A., Gutierrez, M.C., Rivas, F., (2004) J. Mol. Catal. B: Enzym., 27, p. 133
- Rogert, M.C., Trelles, J.A., Porro, S., Lewkowicz, E.S., Iribarren, A.M., (2002) Biocat. Biotrans., 5, p. 347
- Demir, A.S., Hamanci, H., Tanyeli, C., Akhmedov, I.M., Doganel, F., (1998) Tetrahedron Asymm., 9, p. 1673
- Ziffer, H., Kawai, K.-I., Kasai, M., Imuta, M., Froussious, C., (1983) J. Org. Chem., 48, p. 3017
- Matsumoto, K., Tsutsumi, S., Ihori, T., Ohta, H., (1990) J. Am. Chem. Soc., 112, p. 9614
- Fantin, G., Fogagnolo, M., Guerrini, A., Medici, A., Pedrini, P., Fontana, S., (2001) Tetrahedron Asymm., 12, p. 2709
- Gandolfi, R., Converti, A., Pirozzi, D., Molinari, F., (2001) J. Biotech., 92, p. 21
- Bruni, R., Fantin, G., Medici, A., Pedrini, P., Saccheti, G., (2002) Tetrahedron Lett., 43, p. 3377
- Bailey, M., (1912) J. Am. Chem. Soc., 34, p. 1706
- Iñigo, S., Taverna-Porro, M., Montserrat, J.M., Iglesias, L.E., Iribarren, A.M., (2005) J. Mol. Catal. B: Enzym., 35, p. 70
Citas:
---------- APA ----------
Taverna-Porro, M., Iglesias, L.E., Montserrat, J.M. & Iribarren, A.M. (2007) . Deacetylation of furanosides using banana as biocatalyst. Journal of Molecular Catalysis B: Enzymatic, 44(3-4), 138-143.http://dx.doi.org/10.1016/j.molcatb.2006.10.001
---------- CHICAGO ----------
Taverna-Porro, M., Iglesias, L.E., Montserrat, J.M., Iribarren, A.M. "Deacetylation of furanosides using banana as biocatalyst" . Journal of Molecular Catalysis B: Enzymatic 44, no. 3-4 (2007) : 138-143.http://dx.doi.org/10.1016/j.molcatb.2006.10.001
---------- MLA ----------
Taverna-Porro, M., Iglesias, L.E., Montserrat, J.M., Iribarren, A.M. "Deacetylation of furanosides using banana as biocatalyst" . Journal of Molecular Catalysis B: Enzymatic, vol. 44, no. 3-4, 2007, pp. 138-143.http://dx.doi.org/10.1016/j.molcatb.2006.10.001
---------- VANCOUVER ----------
Taverna-Porro, M., Iglesias, L.E., Montserrat, J.M., Iribarren, A.M. Deacetylation of furanosides using banana as biocatalyst. J. Mol. Catal. B Enzym. 2007;44(3-4):138-143.http://dx.doi.org/10.1016/j.molcatb.2006.10.001
