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Chondroitin sulfate (CS) and chondroitin sulfate proteoglycan (CSPG) belong to the glycosaminoglycan (GAG) family, a class of poly-anionic glyco-conjugates widely expressed by animal cells. They play important roles in many biological events. Here, we summarize the main considerations in the design of chemical and enzymatic methodologies to access diverse CS structures with well-defined sulfation patterns. In addition, generation of CS polymers and conjugates are reviewed. Finally, syntheses of CS glycopeptides towards CSPGs are discussed.

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