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Automated Synthesis of Chondroitin Sulfate Oligosaccharides

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Glycosaminoglycans

Part of the book series: Methods in Molecular Biology ((MIMB,volume 2303))

Abstract

Glycosaminoglycans (GAGs) are important sulfated carbohydrates prevalently found in the extracellular matrix that serve many biological functions. The synthesis of structurally diverse but defined GAGs is extremely challenging as one has to account for the various sulfation patterns. Described is the automated synthesis of chondroitin sulfate hexasaccharides on a solid support equipped with a photolabile linker. The linker cleavage from the resin is performed in a continuous-flow photoreactor under chemically mild conditions. This approach serves as a general scheme to access oligosaccharides of all GAG families.

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Acknowledgments

We gratefully thank the Max Planck Society and the European Research Council (ERC Advanced Grant AUTOHEPARIN to P. H. S.) for financial support.

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Correspondence to Peter H. Seeberger .

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Liang, CF., Hahm, H.S., Sabbavarapu, N.M., Seeberger, P.H. (2022). Automated Synthesis of Chondroitin Sulfate Oligosaccharides. In: Balagurunathan, K., Nakato, H., Desai, U., Saijoh, Y. (eds) Glycosaminoglycans. Methods in Molecular Biology, vol 2303. Humana, New York, NY. https://doi.org/10.1007/978-1-0716-1398-6_26

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  • DOI: https://doi.org/10.1007/978-1-0716-1398-6_26

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  • Publisher Name: Humana, New York, NY

  • Print ISBN: 978-1-0716-1397-9

  • Online ISBN: 978-1-0716-1398-6

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