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Journal Article

Automated synthesis of chondroitin sulfate oligosaccharides

MPS-Authors

Liang ,  Chien-Fu
Peter H. Seeberger - Automated Systems, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Hahm,  Heung Sik
Peter H. Seeberger - Automated Systems, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Sabbavarapu,  Narayana Murthy
Peter H. Seeberger - Vaccine Development, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Seeberger,  Peter H.
Peter H. Seeberger - Automated Systems, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Citation

Liang, C.-F., Hahm, H. S., Sabbavarapu, N. M., & Seeberger, P. H. (2022). Automated synthesis of chondroitin sulfate oligosaccharides. Methods in Molecular Biology, 2303, 319-327. doi:10.1007/978-1-0716-1398-6_26.


Cite as: https://hdl.handle.net/21.11116/0000-0009-6269-3
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.