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Deacetylation of furanosides using banana as biocatalyst |
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| Authors: | Marisa Taverna-Porro Luis E Iglesias Javier M Montserrat Adolfo M Iribarren |
| Institution: | 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 |
| 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. |
| Keywords: | Regioselective deacetylation Furanosides Hydrolases Banana Deprotection |
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