Deacetylation of furanosides using banana as biocatalyst |
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Authors: | Marisa Taverna-Porro Luis E. Iglesias Javier M. Montserrat Adolfo M. Iribarren |
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Affiliation: | aINGEBI (CONICET)-Vuelta de Obligado 2490-(1428), Buenos Aires, Argentina bLaboratorio de Biotransformaciones, Universidad Nacional de Quilmes, Roque Sáenz Peña 352-(1876) Bernal, Prov. de Bs. As., Argentina cInstituto de Ciencias, Universidad Nacional de Gral. Sarmiento, J. M. Gutierrez 1150, Los Polvorines (B1613GSX), Prov. de Bs. As., Argentina |
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Abstract: | The deacylation under hydrolytic conditions of methyl 2,3,5-tri-O-acetyl--d-ribofuranoside, methyl 2,3,5-tri-O-acetyl-β-d-ribofuranoside, methyl 2,3,5-tri-O-acetyl-,β-d-arabinofuranosides and alkyl 2,3,5-tri-O-acetyl-,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--d-ribofuranoside afforded methyl 2,3-di-O-acetyl--d-ribofuranoside in quantitative yield. |
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Keywords: | Regioselective deacetylation Furanosides Hydrolases Banana Deprotection |
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