Separation and quantitation of enantiomeric 3,6-anhydrogalactoses by conversion to the corresponding diastereomeric acetylated sec-butyl 3,6-anhydrogalactonates

A method to determine the proportion of both enantiomers of 3,6-anhydrogalactose in a sample has been developed using methyl 3,6-anhydro-α-d-galactoside as a model compound. It involves an oxidative hydrolysis to obtain the corresponding aldonic acids, which are further converted to the acetylated d...

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Autores principales: Errea, M., Ciancia, M., Matulewicz, M., Cerezo, A.
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00086215_v311_n4_p235_Errea
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spelling todo:paper_00086215_v311_n4_p235_Errea2023-10-03T14:06:53Z Separation and quantitation of enantiomeric 3,6-anhydrogalactoses by conversion to the corresponding diastereomeric acetylated sec-butyl 3,6-anhydrogalactonates Errea, M. Ciancia, M. Matulewicz, M. Cerezo, A. 3,6-Anhydrogalactonic acids 3,6-Anhydrogalactonic acids, sec-butyl esters 3,6-Anhydrogalactose 3,6-Anhydrogalactose, enantiomers Seaweed polysaccharides galactose polysaccharide article carbohydrate synthesis diastereoisomer enantiomer hydrolysis oxidation priority journal seaweed A method to determine the proportion of both enantiomers of 3,6-anhydrogalactose in a sample has been developed using methyl 3,6-anhydro-α-d-galactoside as a model compound. It involves an oxidative hydrolysis to obtain the corresponding aldonic acids, which are further converted to the acetylated diastereomeric sec-butyl esters. These are separated and quantified by GLC using a standard column for carbohydrate analysis; the procedure has been extended to seaweed polysaccharides. Copyright (C) 1998 Elsevier Science Ltd. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00086215_v311_n4_p235_Errea
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic 3,6-Anhydrogalactonic acids
3,6-Anhydrogalactonic acids, sec-butyl esters
3,6-Anhydrogalactose
3,6-Anhydrogalactose, enantiomers
Seaweed polysaccharides
galactose
polysaccharide
article
carbohydrate synthesis
diastereoisomer
enantiomer
hydrolysis
oxidation
priority journal
seaweed
spellingShingle 3,6-Anhydrogalactonic acids
3,6-Anhydrogalactonic acids, sec-butyl esters
3,6-Anhydrogalactose
3,6-Anhydrogalactose, enantiomers
Seaweed polysaccharides
galactose
polysaccharide
article
carbohydrate synthesis
diastereoisomer
enantiomer
hydrolysis
oxidation
priority journal
seaweed
Errea, M.
Ciancia, M.
Matulewicz, M.
Cerezo, A.
Separation and quantitation of enantiomeric 3,6-anhydrogalactoses by conversion to the corresponding diastereomeric acetylated sec-butyl 3,6-anhydrogalactonates
topic_facet 3,6-Anhydrogalactonic acids
3,6-Anhydrogalactonic acids, sec-butyl esters
3,6-Anhydrogalactose
3,6-Anhydrogalactose, enantiomers
Seaweed polysaccharides
galactose
polysaccharide
article
carbohydrate synthesis
diastereoisomer
enantiomer
hydrolysis
oxidation
priority journal
seaweed
description A method to determine the proportion of both enantiomers of 3,6-anhydrogalactose in a sample has been developed using methyl 3,6-anhydro-α-d-galactoside as a model compound. It involves an oxidative hydrolysis to obtain the corresponding aldonic acids, which are further converted to the acetylated diastereomeric sec-butyl esters. These are separated and quantified by GLC using a standard column for carbohydrate analysis; the procedure has been extended to seaweed polysaccharides. Copyright (C) 1998 Elsevier Science Ltd.
format JOUR
author Errea, M.
Ciancia, M.
Matulewicz, M.
Cerezo, A.
author_facet Errea, M.
Ciancia, M.
Matulewicz, M.
Cerezo, A.
author_sort Errea, M.
title Separation and quantitation of enantiomeric 3,6-anhydrogalactoses by conversion to the corresponding diastereomeric acetylated sec-butyl 3,6-anhydrogalactonates
title_short Separation and quantitation of enantiomeric 3,6-anhydrogalactoses by conversion to the corresponding diastereomeric acetylated sec-butyl 3,6-anhydrogalactonates
title_full Separation and quantitation of enantiomeric 3,6-anhydrogalactoses by conversion to the corresponding diastereomeric acetylated sec-butyl 3,6-anhydrogalactonates
title_fullStr Separation and quantitation of enantiomeric 3,6-anhydrogalactoses by conversion to the corresponding diastereomeric acetylated sec-butyl 3,6-anhydrogalactonates
title_full_unstemmed Separation and quantitation of enantiomeric 3,6-anhydrogalactoses by conversion to the corresponding diastereomeric acetylated sec-butyl 3,6-anhydrogalactonates
title_sort separation and quantitation of enantiomeric 3,6-anhydrogalactoses by conversion to the corresponding diastereomeric acetylated sec-butyl 3,6-anhydrogalactonates
url http://hdl.handle.net/20.500.12110/paper_00086215_v311_n4_p235_Errea
work_keys_str_mv AT erream separationandquantitationofenantiomeric36anhydrogalactosesbyconversiontothecorrespondingdiastereomericacetylatedsecbutyl36anhydrogalactonates
AT cianciam separationandquantitationofenantiomeric36anhydrogalactosesbyconversiontothecorrespondingdiastereomericacetylatedsecbutyl36anhydrogalactonates
AT matulewiczm separationandquantitationofenantiomeric36anhydrogalactosesbyconversiontothecorrespondingdiastereomericacetylatedsecbutyl36anhydrogalactonates
AT cerezoa separationandquantitationofenantiomeric36anhydrogalactosesbyconversiontothecorrespondingdiastereomericacetylatedsecbutyl36anhydrogalactonates
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