Studies toward the synthesis of linear triazole linked pseudo oligosaccharides and the use of ferrocene as analytical probe

Magnus S Schmidt; Kathrin H Götz; Wolfgang Koch; Tanja Grimm; Markus Ringwald

doi:10.1016/j.carres.2016.03.005

Studies toward the synthesis of linear triazole linked pseudo oligosaccharides and the use of ferrocene as analytical probe

Carbohydr Res. 2016 Apr 29:425:28-34. doi: 10.1016/j.carres.2016.03.005. Epub 2016 Mar 14.

Authors

Magnus S Schmidt¹, Kathrin H Götz², Wolfgang Koch², Tanja Grimm², Markus Ringwald³

Affiliations

¹ MCAT GmbH, Hermann-von-Vicari-Str. 23, 78464 Konstanz, Germany. Electronic address: [email protected].
² Department of Chemistry, University of Konstanz, Konstanz, Germany.
³ MCAT GmbH, Hermann-von-Vicari-Str. 23, 78464 Konstanz, Germany.

PMID: 27015143
DOI: 10.1016/j.carres.2016.03.005

Abstract

Three different building blocks have been synthesised and used for the synthesis of linear triazole linked pseudo oligosaccharides with copper(I)-catalysed cycloaddition (CuAAC). Ethynylferrocene has been used as analytical probe to improve the UV/Vis properties and HPLC methods have been used and optimised for the analysis of the pseudo oligosaccharides. The smallest ones have been isolated and characterised by analytical HPLC, NMR, ESI-MS and elemental analysis.

Keywords: Carbohydrates; Click chemistry; Ferrocene; Glycoconjugates; Triazoles, oligosaccharides.

MeSH terms

Ferrous Compounds / chemistry*
Molecular Conformation
Molecular Probes / chemistry*
Oligosaccharides / analysis*
Oligosaccharides / chemical synthesis*
Oligosaccharides / chemistry
Triazoles / chemistry*

Substances

Ferrous Compounds
Molecular Probes
Oligosaccharides
Triazoles
ethynylferrocene