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Title: 2,3-Di-O-sulfo glucuronic acid: An unmodified and unusual residue in a highly sulfated chondroitin sulfate from Litopenaeus vannamei
Authors: Cavalcante, Romulo S.
Brito, Adriana S.
Palhares, Lais C. G. F.
Lima, Marcelo A. [UNIFESP]
Cavalheiro, Renan P. [UNIFESP]
Nader, Helena B. [UNIFESP]
Sassaki, Guilherme L.
Chavante, Suely F.
Keywords: Chondroitin sulfate
NMR spectroscopy
Structural caracterization
Litopenaeus vannamei
Issue Date: 2018
Publisher: Elsevier Sci Ltd
Citation: Carbohydrate Polymers. Oxford, v. 183, p. 192-200, 2018.
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 (delta 4.62/106.0) corresponding to unusual 2,3-di-O-Sulfo-GlcA (similar to 36%), U3(3S) (delta 4.42/84.1, similar to 63%) and U2(2S) (4.12/80.1, similar to 50%) substitutions were confirmed. In addition, non-sulfated GlcA (delta 4.5/106.3) linked to 4-O-(A1(4S), 36%) or 6-O-Sulfo (A1(6S), 28%) GalNAc (delta 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.
ISSN: 0144-8617
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