Deacetylation of furanosides using banana as biocatalyst

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 biocata...

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Bibliographic Details
Published in:Journal of molecular catalysis. B, Enzymatic Enzymatic, 2007-03, Vol.44 (3), p.138-143
Main Authors: Taverna-Porro, Marisa, Iglesias, Luis E., Montserrat, Javier M., Iribarren, Adolfo M.
Format: Article
Language:English
Subjects:
Banana
Bioconversions. Hemisynthesis
Biological and medical sciences
Biotechnology
Deprotection
Fundamental and applied biological sciences. Psychology
Furanosides
Hydrolases
Methods. Procedures. Technologies
Regioselective deacetylation
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Summary: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.
ISSN:1381-1177
1873-3158
DOI:10.1016/j.molcatb.2006.10.001