Cavalcante, RS, Brito, AS, Palhares, LCGF, Lima, M, Cavalheiro, RP, Nader, HB, Sassaki, GL and Chavante, SF (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.

[img]
Preview
Text
2, 3-Di-O-sulfo glucuronic acid.pdf - Published Version
Available under License Creative Commons Attribution Non-commercial No Derivatives.

Download (783kB) | Preview

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 (δ 4.62/106.0) corresponding to unusual 2,3-di-O-Sulfo-GlcA (∼36%), U33S (δ 4.42/84.1, ∼63%) and U22S (4.12/80.1, ∼50%) substitutions were confirmed. In addition, non-sulfated GlcA (δ 4.5/106.3) linked to 4-O- (A14S, 36%) or 6-O-Sulfo (A16S, 28%) GalNAc (δ 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.

Item Type: Article
Additional Information: © 2017 Elsevier Ltd. All rights reserved.
Uncontrolled Keywords: Chondroitin sulfate; NMR spectroscopy; Structural caracterization; Litopenaeus vannamei
Subjects: Q Science > QH Natural history
Divisions: Faculty of Natural Sciences > School of Life Sciences
Depositing User: Symplectic
Date Deposited: 22 May 2019 08:07
Last Modified: 24 May 2019 10:08
URI: http://eprints.keele.ac.uk/id/eprint/6370

Actions (login required)

View Item View Item