Linker, loading, and reaction scale influence automated glycan assembly

Automated glycan assembly (AGA) affords collections of well-defined glycans in a short amount of time. We systematically analyzed how parameters connected to the solid support affect the AGA outcome for three different glycan sequences. We showed that, while loading and reaction scale did not signif...

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Main Authors: Marlene C. S. Dal Colle, Manuel G. Ricardo, Nives Hribernik, José Danglad-Flores, Peter H. Seeberger, Martina Delbianco
Format: Article
Language:English
Published: Beilstein-Institut 2023-07-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.19.77
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author Marlene C. S. Dal Colle
Manuel G. Ricardo
Nives Hribernik
José Danglad-Flores
Peter H. Seeberger
Martina Delbianco
author_facet Marlene C. S. Dal Colle
Manuel G. Ricardo
Nives Hribernik
José Danglad-Flores
Peter H. Seeberger
Martina Delbianco
author_sort Marlene C. S. Dal Colle
collection DOAJ
description Automated glycan assembly (AGA) affords collections of well-defined glycans in a short amount of time. We systematically analyzed how parameters connected to the solid support affect the AGA outcome for three different glycan sequences. We showed that, while loading and reaction scale did not significantly influence the AGA outcome, the chemical nature of the linker dramatically altered the isolated yields. We identified that the major determinants of AGA yields are cleavage from the solid support and post-AGA purification steps.
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spelling doaj.art-38a83409005b429590dd4434f086a2122023-08-07T08:43:26ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972023-07-011911015102010.3762/bjoc.19.771860-5397-19-77Linker, loading, and reaction scale influence automated glycan assemblyMarlene C. S. Dal Colle0Manuel G. Ricardo1Nives Hribernik2José Danglad-Flores3Peter H. Seeberger4Martina Delbianco5Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany Automated glycan assembly (AGA) affords collections of well-defined glycans in a short amount of time. We systematically analyzed how parameters connected to the solid support affect the AGA outcome for three different glycan sequences. We showed that, while loading and reaction scale did not significantly influence the AGA outcome, the chemical nature of the linker dramatically altered the isolated yields. We identified that the major determinants of AGA yields are cleavage from the solid support and post-AGA purification steps.https://doi.org/10.3762/bjoc.19.77automated glycan assemblyphotocleavable linkerpolysaccharidessolid-phase synthesis
spellingShingle Marlene C. S. Dal Colle
Manuel G. Ricardo
Nives Hribernik
José Danglad-Flores
Peter H. Seeberger
Martina Delbianco
Linker, loading, and reaction scale influence automated glycan assembly
Beilstein Journal of Organic Chemistry
automated glycan assembly
photocleavable linker
polysaccharides
solid-phase synthesis
title Linker, loading, and reaction scale influence automated glycan assembly
title_full Linker, loading, and reaction scale influence automated glycan assembly
title_fullStr Linker, loading, and reaction scale influence automated glycan assembly
title_full_unstemmed Linker, loading, and reaction scale influence automated glycan assembly
title_short Linker, loading, and reaction scale influence automated glycan assembly
title_sort linker loading and reaction scale influence automated glycan assembly
topic automated glycan assembly
photocleavable linker
polysaccharides
solid-phase synthesis
url https://doi.org/10.3762/bjoc.19.77
work_keys_str_mv AT marlenecsdalcolle linkerloadingandreactionscaleinfluenceautomatedglycanassembly
AT manuelgricardo linkerloadingandreactionscaleinfluenceautomatedglycanassembly
AT niveshribernik linkerloadingandreactionscaleinfluenceautomatedglycanassembly
AT josedangladflores linkerloadingandreactionscaleinfluenceautomatedglycanassembly
AT peterhseeberger linkerloadingandreactionscaleinfluenceautomatedglycanassembly
AT martinadelbianco linkerloadingandreactionscaleinfluenceautomatedglycanassembly