A simple and efficient enzymatic procedure for the deprotection of two base labile chlorinated purine ribosides

Base-labile 6-chloro-2′,3′,5′-tri-O-acetylpurine riboside (1c) and 2-amino-6-chloro-2′,3′,5′-tri-O-acetylpurine riboside (1d) were fully deacetylated through Candida antarctica B lipase hydrolysis, affording respectively 6-chloropurine riboside (2c) and 2-amino-6-chloro-purine riboside (2d). Quantit...

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Autores principales: Roncaglia, D.I., Schmidt, A.M., Iglesias, L.E., Iribarren, A.M.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_01415492_v23_n17_p1439_Roncaglia
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spelling todo:paper_01415492_v23_n17_p1439_Roncaglia2023-10-03T14:58:39Z A simple and efficient enzymatic procedure for the deprotection of two base labile chlorinated purine ribosides Roncaglia, D.I. Schmidt, A.M. Iglesias, L.E. Iribarren, A.M. 2-amino-6-chloropurine riboside 6-chloropurine riboside Deacetylation Lipases Nucleosides 2 amino 6 chloropurine riboside 6 chloropurine ribonucleoside nebularine nucleoside purine derivative purine nucleoside triacylglycerol lipase unclassified drug article Aspergillus Burkholderia cepacia Candida catalysis enzyme activity hydrolysis Mucor nonhuman thin layer chromatography Base-labile 6-chloro-2′,3′,5′-tri-O-acetylpurine riboside (1c) and 2-amino-6-chloro-2′,3′,5′-tri-O-acetylpurine riboside (1d) were fully deacetylated through Candida antarctica B lipase hydrolysis, affording respectively 6-chloropurine riboside (2c) and 2-amino-6-chloro-purine riboside (2d). Quantitative results were found at pH 7 and 60 °C in 24 h for 1c and 72 h for 1d. This mild and simple enzymatic technique represents a convenient procedure for the removal of acetyl groups from such base labile halogenated nucleosides. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_01415492_v23_n17_p1439_Roncaglia
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic 2-amino-6-chloropurine riboside
6-chloropurine riboside
Deacetylation
Lipases
Nucleosides
2 amino 6 chloropurine riboside
6 chloropurine ribonucleoside
nebularine
nucleoside
purine derivative
purine nucleoside
triacylglycerol lipase
unclassified drug
article
Aspergillus
Burkholderia cepacia
Candida
catalysis
enzyme activity
hydrolysis
Mucor
nonhuman
thin layer chromatography
spellingShingle 2-amino-6-chloropurine riboside
6-chloropurine riboside
Deacetylation
Lipases
Nucleosides
2 amino 6 chloropurine riboside
6 chloropurine ribonucleoside
nebularine
nucleoside
purine derivative
purine nucleoside
triacylglycerol lipase
unclassified drug
article
Aspergillus
Burkholderia cepacia
Candida
catalysis
enzyme activity
hydrolysis
Mucor
nonhuman
thin layer chromatography
Roncaglia, D.I.
Schmidt, A.M.
Iglesias, L.E.
Iribarren, A.M.
A simple and efficient enzymatic procedure for the deprotection of two base labile chlorinated purine ribosides
topic_facet 2-amino-6-chloropurine riboside
6-chloropurine riboside
Deacetylation
Lipases
Nucleosides
2 amino 6 chloropurine riboside
6 chloropurine ribonucleoside
nebularine
nucleoside
purine derivative
purine nucleoside
triacylglycerol lipase
unclassified drug
article
Aspergillus
Burkholderia cepacia
Candida
catalysis
enzyme activity
hydrolysis
Mucor
nonhuman
thin layer chromatography
description Base-labile 6-chloro-2′,3′,5′-tri-O-acetylpurine riboside (1c) and 2-amino-6-chloro-2′,3′,5′-tri-O-acetylpurine riboside (1d) were fully deacetylated through Candida antarctica B lipase hydrolysis, affording respectively 6-chloropurine riboside (2c) and 2-amino-6-chloro-purine riboside (2d). Quantitative results were found at pH 7 and 60 °C in 24 h for 1c and 72 h for 1d. This mild and simple enzymatic technique represents a convenient procedure for the removal of acetyl groups from such base labile halogenated nucleosides.
format JOUR
author Roncaglia, D.I.
Schmidt, A.M.
Iglesias, L.E.
Iribarren, A.M.
author_facet Roncaglia, D.I.
Schmidt, A.M.
Iglesias, L.E.
Iribarren, A.M.
author_sort Roncaglia, D.I.
title A simple and efficient enzymatic procedure for the deprotection of two base labile chlorinated purine ribosides
title_short A simple and efficient enzymatic procedure for the deprotection of two base labile chlorinated purine ribosides
title_full A simple and efficient enzymatic procedure for the deprotection of two base labile chlorinated purine ribosides
title_fullStr A simple and efficient enzymatic procedure for the deprotection of two base labile chlorinated purine ribosides
title_full_unstemmed A simple and efficient enzymatic procedure for the deprotection of two base labile chlorinated purine ribosides
title_sort simple and efficient enzymatic procedure for the deprotection of two base labile chlorinated purine ribosides
url http://hdl.handle.net/20.500.12110/paper_01415492_v23_n17_p1439_Roncaglia
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AT iglesiasle asimpleandefficientenzymaticprocedureforthedeprotectionoftwobaselabilechlorinatedpurineribosides
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