Diastereoselective enzymatic preparation of acetylated pentofuranosides carrying free 5-hydroxyl groups

Methyl 3-O-acetyl-2-deoxy-α-d-ribofuranoside, 1,3-di-O-acetyl-2-deoxy-α-d-ribofuranose and 1,2,3-tri-O-acetyl-α-d-arabinofuranose were diastereoselectively prepared (de = 100%) from anomeric mixtures of the corresponding 5-acetylated compounds through Candida antarctica B lipase (CAL B)-catalysed al...

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Autores principales: Gudiño, E.D., Iribarren, A.M., Iglesias, L.E.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_09574166_v20_n15_p1813_Gudino
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spelling todo:paper_09574166_v20_n15_p1813_Gudino2023-10-03T15:52:25Z Diastereoselective enzymatic preparation of acetylated pentofuranosides carrying free 5-hydroxyl groups Gudiño, E.D. Iribarren, A.M. Iglesias, L.E. 1,2,3 tri o acetyl alpha dextro arabinofuranose 1,3 di o acetyl 2 deoxy alpha dextro ribofuranose carbohydrate derivative hydroxyl group lipase B methyl 3 o acetyl 2 deoxy alpha dextro ribofuranoside unclassified drug acetylation alcoholysis article Candida antarctica diastereoisomer enzyme mechanism nonhuman priority journal quantum yield reaction analysis stereochemistry Methyl 3-O-acetyl-2-deoxy-α-d-ribofuranoside, 1,3-di-O-acetyl-2-deoxy-α-d-ribofuranose and 1,2,3-tri-O-acetyl-α-d-arabinofuranose were diastereoselectively prepared (de = 100%) from anomeric mixtures of the corresponding 5-acetylated compounds through Candida antarctica B lipase (CAL B)-catalysed alcoholysis. © 2009 Elsevier Ltd. All rights reserved. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_09574166_v20_n15_p1813_Gudino
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic 1,2,3 tri o acetyl alpha dextro arabinofuranose
1,3 di o acetyl 2 deoxy alpha dextro ribofuranose
carbohydrate derivative
hydroxyl group
lipase B
methyl 3 o acetyl 2 deoxy alpha dextro ribofuranoside
unclassified drug
acetylation
alcoholysis
article
Candida antarctica
diastereoisomer
enzyme mechanism
nonhuman
priority journal
quantum yield
reaction analysis
stereochemistry
spellingShingle 1,2,3 tri o acetyl alpha dextro arabinofuranose
1,3 di o acetyl 2 deoxy alpha dextro ribofuranose
carbohydrate derivative
hydroxyl group
lipase B
methyl 3 o acetyl 2 deoxy alpha dextro ribofuranoside
unclassified drug
acetylation
alcoholysis
article
Candida antarctica
diastereoisomer
enzyme mechanism
nonhuman
priority journal
quantum yield
reaction analysis
stereochemistry
Gudiño, E.D.
Iribarren, A.M.
Iglesias, L.E.
Diastereoselective enzymatic preparation of acetylated pentofuranosides carrying free 5-hydroxyl groups
topic_facet 1,2,3 tri o acetyl alpha dextro arabinofuranose
1,3 di o acetyl 2 deoxy alpha dextro ribofuranose
carbohydrate derivative
hydroxyl group
lipase B
methyl 3 o acetyl 2 deoxy alpha dextro ribofuranoside
unclassified drug
acetylation
alcoholysis
article
Candida antarctica
diastereoisomer
enzyme mechanism
nonhuman
priority journal
quantum yield
reaction analysis
stereochemistry
description Methyl 3-O-acetyl-2-deoxy-α-d-ribofuranoside, 1,3-di-O-acetyl-2-deoxy-α-d-ribofuranose and 1,2,3-tri-O-acetyl-α-d-arabinofuranose were diastereoselectively prepared (de = 100%) from anomeric mixtures of the corresponding 5-acetylated compounds through Candida antarctica B lipase (CAL B)-catalysed alcoholysis. © 2009 Elsevier Ltd. All rights reserved.
format JOUR
author Gudiño, E.D.
Iribarren, A.M.
Iglesias, L.E.
author_facet Gudiño, E.D.
Iribarren, A.M.
Iglesias, L.E.
author_sort Gudiño, E.D.
title Diastereoselective enzymatic preparation of acetylated pentofuranosides carrying free 5-hydroxyl groups
title_short Diastereoselective enzymatic preparation of acetylated pentofuranosides carrying free 5-hydroxyl groups
title_full Diastereoselective enzymatic preparation of acetylated pentofuranosides carrying free 5-hydroxyl groups
title_fullStr Diastereoselective enzymatic preparation of acetylated pentofuranosides carrying free 5-hydroxyl groups
title_full_unstemmed Diastereoselective enzymatic preparation of acetylated pentofuranosides carrying free 5-hydroxyl groups
title_sort diastereoselective enzymatic preparation of acetylated pentofuranosides carrying free 5-hydroxyl groups
url http://hdl.handle.net/20.500.12110/paper_09574166_v20_n15_p1813_Gudino
work_keys_str_mv AT gudinoed diastereoselectiveenzymaticpreparationofacetylatedpentofuranosidescarryingfree5hydroxylgroups
AT iribarrenam diastereoselectiveenzymaticpreparationofacetylatedpentofuranosidescarryingfree5hydroxylgroups
AT iglesiasle diastereoselectiveenzymaticpreparationofacetylatedpentofuranosidescarryingfree5hydroxylgroups
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