Monitoring of κ-carrageenan depolymerization by capillary electrophoresis and semisynthesis of oligosaccharide alditols

[Display omitted] •κ-Carrageenan hydrolysates were analyzed by capillary electrophoresis (CE).•Precise and robust quantitative CE method to detect sulfated oligosaccharides.•CE allowed the detection of up to eight oligosaccharides in crude hydrolysates.•Hexasaccharide alditol derivative isolated and...

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Bibliographic Details
Published in:Carbohydrate polymers Vol. 208; pp. 152 - 160
Main Authors: Figueiredo, Diego B., Dallagnol, Juliana C.C., de Carvalho, Mariana M., Carneiro, Jaqueline, Ducatti, Diogo R.B., Gonçalves, Alan G., Duarte, M. Eugênia R., Noseda, Miguel D.
Format: Journal Article
Language:English
Published: England Elsevier Ltd 15-03-2019
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Summary:[Display omitted] •κ-Carrageenan hydrolysates were analyzed by capillary electrophoresis (CE).•Precise and robust quantitative CE method to detect sulfated oligosaccharides.•CE allowed the detection of up to eight oligosaccharides in crude hydrolysates.•Hexasaccharide alditol derivative isolated and characterized for the first time.•Different hydrolysis conditions produced distinct pools of oligosaccharides. Different hydrolysis conditions to produce κ-carrageenan oligosaccharide alditols were studied and the depolymerization process monitored by capillary electrophoresis (CE). Semisynthesis, ion-exchange and exclusion chromatography were used to obtain and isolate sulfated di-, tetra- and hexasaccharide alditols, the last being fully characterized for the first time. Those derivatives were used as standards to validate a new quantitative CE analytical method which was used to compare two different partial hydrolysis methodologies: an acid hydrolysis followed by reduction and a one-pot reductive hydrolysis using 4-methylmorpholine borane. The resulting depolymerization profiles were quite different from each other. Optimal hydrolysis conditions to produce high yields of specific sulfated oligosaccharides as well as particular mixtures of oligosaccharide alditols were determined. Moreover, using the novel CE method, we were able to distinguish up to eight different oligosaccharides in the hydrolysate mixtures.
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ISSN:0144-8617
1879-1344
DOI:10.1016/j.carbpol.2018.12.054