Acylsulfonamide safety-catch linker: promise and limitations for solid–phase oligosaccharide synthesis

Safety-catch linkers are useful for solid-phase oligosaccharide synthesis as they are orthogonal to many common protective groups. A new acylsulfonamide safety-catch linker was designed, synthesized and employed during glycosylations using an automated carbohydrate synthesizer. The analysis of the c...

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Main Authors: Jian Yin, Steffen Eller, Mayeul Collot, Peter H. Seeberger
Format: Article
Language:English
Published: Beilstein-Institut 2012-11-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.8.232
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author Jian Yin
Steffen Eller
Mayeul Collot
Peter H. Seeberger
author_facet Jian Yin
Steffen Eller
Mayeul Collot
Peter H. Seeberger
author_sort Jian Yin
collection DOAJ
description Safety-catch linkers are useful for solid-phase oligosaccharide synthesis as they are orthogonal to many common protective groups. A new acylsulfonamide safety-catch linker was designed, synthesized and employed during glycosylations using an automated carbohydrate synthesizer. The analysis of the cleavage products revealed shortcomings for oligosaccharide synthesis.
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spelling doaj.art-d0e3aeca888d4a7e81eda2163c0256292022-12-21T21:28:05ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972012-11-01812067207110.3762/bjoc.8.2321860-5397-8-232Acylsulfonamide safety-catch linker: promise and limitations for solid–phase oligosaccharide synthesisJian Yin0Steffen Eller1Mayeul Collot2Peter H. Seeberger3Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14776 Potsdam, GermanyDepartment of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14776 Potsdam, GermanyDepartment of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14776 Potsdam, GermanyDepartment of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14776 Potsdam, GermanySafety-catch linkers are useful for solid-phase oligosaccharide synthesis as they are orthogonal to many common protective groups. A new acylsulfonamide safety-catch linker was designed, synthesized and employed during glycosylations using an automated carbohydrate synthesizer. The analysis of the cleavage products revealed shortcomings for oligosaccharide synthesis.https://doi.org/10.3762/bjoc.8.232glycosaminoglycans (GAGs)glycosylationresinssafety-catch linkersolid-phase synthesis
spellingShingle Jian Yin
Steffen Eller
Mayeul Collot
Peter H. Seeberger
Acylsulfonamide safety-catch linker: promise and limitations for solid–phase oligosaccharide synthesis
Beilstein Journal of Organic Chemistry
glycosaminoglycans (GAGs)
glycosylation
resins
safety-catch linker
solid-phase synthesis
title Acylsulfonamide safety-catch linker: promise and limitations for solid–phase oligosaccharide synthesis
title_full Acylsulfonamide safety-catch linker: promise and limitations for solid–phase oligosaccharide synthesis
title_fullStr Acylsulfonamide safety-catch linker: promise and limitations for solid–phase oligosaccharide synthesis
title_full_unstemmed Acylsulfonamide safety-catch linker: promise and limitations for solid–phase oligosaccharide synthesis
title_short Acylsulfonamide safety-catch linker: promise and limitations for solid–phase oligosaccharide synthesis
title_sort acylsulfonamide safety catch linker promise and limitations for solid phase oligosaccharide synthesis
topic glycosaminoglycans (GAGs)
glycosylation
resins
safety-catch linker
solid-phase synthesis
url https://doi.org/10.3762/bjoc.8.232
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