A traceless photocleavable linker for the automated glycan assembly of 
carbohydrates with free reducing ends

Wilsdorf, Michael; Schmidt, Deborah; Bartetzko, Max; Dallabernardina, Pietro; Schuhmacher, Frank; Seeberger, Peter H.; Pfrengle, Fabian

doi:10.1039/C6CC04954K

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A traceless photocleavable linker for the automated glycan assembly of carbohydrates with free reducing ends

MPS-Authors

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

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Schmidt, Deborah
Fabian Pfrengle, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Bartetzko, Max
Fabian Pfrengle, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Dallabernardina, Pietro
Fabian Pfrengle, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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

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Citation

Wilsdorf, M., Schmidt, D., Bartetzko, M., Dallabernardina, P., Schuhmacher, F., Seeberger, P. H., et al. (2016). A traceless photocleavable linker for the automated glycan assembly of carbohydrates with free reducing ends. Chemical Communications, 52(66), 10187-10189. doi:10.1039/C6CC04954K.

Cite as: https://hdl.handle.net/11858/00-001M-0000-002B-097C-0

Abstract

We report a traceless photocleavable linker for the automated glycan assembly of carbohydrates with free reducing ends. The reductive-labile functionality in the linker tolerates all commonly used reagents and protocols for automated glycan assembly, as demonstrated with the successful preparation of nine plant cell wall-related oligosaccharides, and is cleaved by hydrogenolysis.