RS Cavalcante
2, 3-Di-O-sulfo glucuronic acid: an unmodified and unusual residue in a highly sulfated chondroitin sulfate from Litopenaeus vannamei
Cavalcante, RS; Brito, AS; Palhares, LCGF; Andrade De Lima, M; Cavalheiro, RP; Nader, HB; Sassaki, GL; Chavante, SF
Authors
AS Brito
LCGF Palhares
Marcelo Andrade De Lima m.andrade.de.lima@keele.ac.uk
RP Cavalheiro
HB Nader
GL Sassaki
SF Chavante
Abstract
The occurrence of a natural and unmodified highly sulfated chondroitin sulfate from Litopenaeus vannamei heads (sCS) is herein reported. Its partial digestion by Chondroitinases AC and ABC together with its electrophoretic migration profile revealed it as a highly sulfated chondroitin sulfate despite its average molecular weight being similar to CSA. Using orthogonal 1D/2D NMR experiments, the anomeric signals (d 4.62/106.0) corresponding to unusual 2,3-di-O-Sulfo-GlcA (~36%), U33S (d 4.42/84.1, ~63%) and U22S (4.12/80.1, ~50%) substitutions were confirmed. In addition, non-sulfated GlcA (d 4.5/106.3) linked to 4-O- (A14S, 36%) or 6-O-Sulfo (A16S, 28%) GalNAc (d 4.64/103.5) was observed. Although the biological role of sCS in shrimp is unknown, its influence on hemostasis was also demonstrated. The sCS identification brings to light new questions about the hierarchical model of GAGs biosynthesis and contributes to the better understanding of the subtle relationship between GAGs structure and function.
Citation
Cavalcante, R., Brito, A., Palhares, L., Andrade De Lima, M., Cavalheiro, R., Nader, H., …Chavante, S. (2018). 2, 3-Di-O-sulfo glucuronic acid: an unmodified and unusual residue in a highly sulfated chondroitin sulfate from Litopenaeus vannamei. Carbohydrate Polymers, 183, 192--200. https://doi.org/10.1016/j.carbpol.2017.12.018
Journal Article Type | Article |
---|---|
Acceptance Date | Dec 9, 2017 |
Publication Date | Mar 1, 2018 |
Journal | Carbohydrate polymers |
Print ISSN | 0144-8617 |
Publisher | Elsevier |
Volume | 183 |
Pages | 192--200 |
DOI | https://doi.org/10.1016/j.carbpol.2017.12.018 |
Keywords | Chondroitin sulfate, NMR spectroscopy, Structural caracterization, Litopenaeus vannamei |
Publisher URL | https://www.sciencedirect.com/science/article/pii/S0144861717314236?via\%3Dihub |
Files
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Publisher Licence URL
https://creativecommons.org/licenses/by-nc-nd/4.0/
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