Structure of highly substituted agarans from the red seaweeds Laurencia obtusa and Laurencia filiformis

The water extracts from red seaweeds Laurencia obtusa and Laurencia filiformis comprise complex sulfated agarans. Those from L. obtusa have 3-linked β-d-galactose units in part sulfated on 2-position or methylated on 6-position, while the 4-linked units are mostly 3,6-anhydro-α-l-galactose and α-l-g...

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Autores principales: Ciancia, Marina, Matulewicz, María Cristina
Publicado: 2014
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01448617_v101_n1_p705_Canelon
http://hdl.handle.net/20.500.12110/paper_01448617_v101_n1_p705_Canelon
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spelling paper:paper_01448617_v101_n1_p705_Canelon2023-06-08T15:11:58Z Structure of highly substituted agarans from the red seaweeds Laurencia obtusa and Laurencia filiformis Ciancia, Marina Matulewicz, María Cristina Agaran Galactan structure Laurencia Red seaweed polysaccharide Sulfated polysaccharide Agaran Galactans Laurencia Red seaweeds Sulfated polysaccharides Polysaccharides Xylose Seaweed Laurencia Laurencia filiformis Laurencia obtusa agaran galactan polysaccharide sulfate sulfate article chemistry Galactan structure isomerism Laurencia Red seaweed polysaccharide species difference Agaran Galactan structure Laurencia Red seaweed polysaccharide Sulfated polysaccharide Galactans Isomerism Laurencia Species Specificity Sulfates The water extracts from red seaweeds Laurencia obtusa and Laurencia filiformis comprise complex sulfated agarans. Those from L. obtusa have 3-linked β-d-galactose units in part sulfated on 2-position or methylated on 6-position, while the 4-linked units are mostly 3,6-anhydro-α-l-galactose and α-l-galactose 6-sulfate, some of the latter units are substituted with β-d-xylose on 3-position, precluding alkaline cyclization. The 3-linked β-d-galactose units of the agarans from L. filiformis are mostly sulfated on 2-position, but approximately half of these residues also carry the 4,6-O-(1-carboxyethylidene) group. The 4-linked 3,6-anhydro-α-l-galactose units are methylated or substituted in part with single stubs of β-d-xylose on 2-position. This is the first time that substitution with xylose of 3,6-anhydro-α-l-galactose is reported. Besides, α-l-galactose 2-sulfate carrying single stubs of β-d-xylose on 3-position was also detected. These galactans have some common structural characteristics with those of other species of this genus, but also others that are specific for these species. © 2013 Elsevier Ltd. Fil:Ciancia, M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Matulewicz, M.C. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2014 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01448617_v101_n1_p705_Canelon http://hdl.handle.net/20.500.12110/paper_01448617_v101_n1_p705_Canelon
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Agaran
Galactan structure
Laurencia
Red seaweed polysaccharide
Sulfated polysaccharide
Agaran
Galactans
Laurencia
Red seaweeds
Sulfated polysaccharides
Polysaccharides
Xylose
Seaweed
Laurencia
Laurencia filiformis
Laurencia obtusa
agaran
galactan
polysaccharide sulfate
sulfate
article
chemistry
Galactan structure
isomerism
Laurencia
Red seaweed polysaccharide
species difference
Agaran
Galactan structure
Laurencia
Red seaweed polysaccharide
Sulfated polysaccharide
Galactans
Isomerism
Laurencia
Species Specificity
Sulfates
spellingShingle Agaran
Galactan structure
Laurencia
Red seaweed polysaccharide
Sulfated polysaccharide
Agaran
Galactans
Laurencia
Red seaweeds
Sulfated polysaccharides
Polysaccharides
Xylose
Seaweed
Laurencia
Laurencia filiformis
Laurencia obtusa
agaran
galactan
polysaccharide sulfate
sulfate
article
chemistry
Galactan structure
isomerism
Laurencia
Red seaweed polysaccharide
species difference
Agaran
Galactan structure
Laurencia
Red seaweed polysaccharide
Sulfated polysaccharide
Galactans
Isomerism
Laurencia
Species Specificity
Sulfates
Ciancia, Marina
Matulewicz, María Cristina
Structure of highly substituted agarans from the red seaweeds Laurencia obtusa and Laurencia filiformis
topic_facet Agaran
Galactan structure
Laurencia
Red seaweed polysaccharide
Sulfated polysaccharide
Agaran
Galactans
Laurencia
Red seaweeds
Sulfated polysaccharides
Polysaccharides
Xylose
Seaweed
Laurencia
Laurencia filiformis
Laurencia obtusa
agaran
galactan
polysaccharide sulfate
sulfate
article
chemistry
Galactan structure
isomerism
Laurencia
Red seaweed polysaccharide
species difference
Agaran
Galactan structure
Laurencia
Red seaweed polysaccharide
Sulfated polysaccharide
Galactans
Isomerism
Laurencia
Species Specificity
Sulfates
description The water extracts from red seaweeds Laurencia obtusa and Laurencia filiformis comprise complex sulfated agarans. Those from L. obtusa have 3-linked β-d-galactose units in part sulfated on 2-position or methylated on 6-position, while the 4-linked units are mostly 3,6-anhydro-α-l-galactose and α-l-galactose 6-sulfate, some of the latter units are substituted with β-d-xylose on 3-position, precluding alkaline cyclization. The 3-linked β-d-galactose units of the agarans from L. filiformis are mostly sulfated on 2-position, but approximately half of these residues also carry the 4,6-O-(1-carboxyethylidene) group. The 4-linked 3,6-anhydro-α-l-galactose units are methylated or substituted in part with single stubs of β-d-xylose on 2-position. This is the first time that substitution with xylose of 3,6-anhydro-α-l-galactose is reported. Besides, α-l-galactose 2-sulfate carrying single stubs of β-d-xylose on 3-position was also detected. These galactans have some common structural characteristics with those of other species of this genus, but also others that are specific for these species. © 2013 Elsevier Ltd.
author Ciancia, Marina
Matulewicz, María Cristina
author_facet Ciancia, Marina
Matulewicz, María Cristina
author_sort Ciancia, Marina
title Structure of highly substituted agarans from the red seaweeds Laurencia obtusa and Laurencia filiformis
title_short Structure of highly substituted agarans from the red seaweeds Laurencia obtusa and Laurencia filiformis
title_full Structure of highly substituted agarans from the red seaweeds Laurencia obtusa and Laurencia filiformis
title_fullStr Structure of highly substituted agarans from the red seaweeds Laurencia obtusa and Laurencia filiformis
title_full_unstemmed Structure of highly substituted agarans from the red seaweeds Laurencia obtusa and Laurencia filiformis
title_sort structure of highly substituted agarans from the red seaweeds laurencia obtusa and laurencia filiformis
publishDate 2014
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01448617_v101_n1_p705_Canelon
http://hdl.handle.net/20.500.12110/paper_01448617_v101_n1_p705_Canelon
work_keys_str_mv AT cianciamarina structureofhighlysubstitutedagaransfromtheredseaweedslaurenciaobtusaandlaurenciafiliformis
AT matulewiczmariacristina structureofhighlysubstitutedagaransfromtheredseaweedslaurenciaobtusaandlaurenciafiliformis
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