Total synthesis of chondroitin sulfate E oligosaccharides and biological study

A total synthesis approach of CS-E oligosaccharides was established and a series of derivatives were synthesized. These oligosaccharides were evaluated for a glycosaminoglycan (GAG)-binding protein interaction against cytokines, midkine, and pleiotrophin, by surface-plasmon resonance (SPR) assay. Th...

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Bibliographic Details
Published in:Journal of asian natural products research 2023-07, Vol.25 (7), p.697-703
Main Authors: Yang, Shuang, Zhang, Guang-Yan, Zhang, Jin-Yue, Li, Tian-Qi, Zhao, Zhe-Hui, Wang, Ying-Hong, Lei, Ping-Sheng
Format: Article
Language:English
Subjects:
Chondroitin sulfate
Epitopes
Glycosaminoglycans
Midkine
NMR
Nuclear magnetic resonance
Oligosaccharides
Optimization
Pleiotrophin
Surface plasmon resonance
Synthesis
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Summary:A total synthesis approach of CS-E oligosaccharides was established and a series of derivatives were synthesized. These oligosaccharides were evaluated for a glycosaminoglycan (GAG)-binding protein interaction against cytokines, midkine, and pleiotrophin, by surface-plasmon resonance (SPR) assay. The binding epitopes of oligosaccharides to midkine were mapped using a saturation transfer difference (STD) NMR technique. The groups on the reducing end contributed to binding affinity, and should not be ignored in biological assays. These findings contribute to the structure and activity relationship research and a foundation of understanding that will underpin potential future optimization of this class of oligosaccharides as pharmaceutical agents.
ISSN:1028-6020
1477-2213
DOI:10.1080/10286020.2022.2146583