1. 2,3-Di-O-sulfo glucuronic acid: An unmodified and unusual residue in a highly sulfated chondroitin sulfate from Litopenaeus vannamei.
- Author
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Cavalcante RS, Brito AS, Palhares LCGF, Lima MA, Cavalheiro RP, Nader HB, Sassaki GL, and Chavante SF
- Subjects
- Animals, Anticoagulants pharmacology, Cells, Cultured, Chondroitin Sulfates pharmacology, Hemostasis drug effects, Male, Rabbits, Rats, Rats, Wistar, Anticoagulants chemistry, Chondroitin Sulfates chemistry, Decapoda chemistry, Glucuronic Acid chemistry
- 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%), U3
3S (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., (Copyright © 2017 Elsevier Ltd. All rights reserved.)- Published
- 2018
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