Phosphates as assisting groups in glycan synthesis

Sletten, Eric T.; Fittolani, Giulio; Hribernik, Nives; Dal Colle, Marlene; Seeberger, Peter H.; Delbianco, Martina

doi:10.1021/acscentsci.3c00896

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Phosphates as assisting groups in glycan synthesis

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

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Fittolani, Giulio
Martina Delbianco, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Hribernik, Nives
Martina Delbianco, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Dal Colle, Marlene
Martina Delbianco, 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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Delbianco, Martina
Martina Delbianco, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Zitation

Sletten, E. T., Fittolani, G., Hribernik, N., Dal Colle, M., Seeberger, P. H., & Delbianco, M. (2024). Phosphates as assisting groups in glycan synthesis. ACS Central Science, 10(1), 138-142. doi:10.1021/acscentsci.3c00896.

Zitierlink: https://hdl.handle.net/21.11116/0000-000E-29E2-5

Zusammenfassung

In nature, phosphates are added to and cleaved from molecules to direct biological pathways. The concept was adapted to overcome limitations in the chemical synthesis of complex oligosaccharides. Phosphates were chemically placed on synthetic glycans to ensure site-specific enzymatic elongation by sialylation. In addition, the deliberate placement of phosphates helped to solubilize and isolate aggregating glycans. Upon traceless removal of the phosphates by enzymatic treatment with alkaline phosphatase, the native glycan structure was revealed, and the assembly of glycan nanostructures was triggered.