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

• Published in: Carbohydrate research Vol. 425; pp. 28 - 34
• Main Authors: Schmidt, Magnus S., Götz, Kathrin H., Koch, Wolfgang, Grimm, Tanja, Ringwald, Markus
• Format: Journal Article
• Language: English
• Published: Netherlands Elsevier Ltd 29-04-2016
• Subjects: Carbohydrates; Click chemistry; Ferrocene; Ferrous Compounds - chemistry; Glycoconjugates; Molecular Conformation; Molecular Probes - chemistry; Oligosaccharides - analysis; Oligosaccharides - chemical synthesis; Oligosaccharides - chemistry; Triazoles - chemistry; Triazoles, oligosaccharides; Carbohydrates; Click chemistry; Glycoconjugates; Triazoles, oligosaccharides; Ferrocene
• ISSN: 0008-6215; 1873-426X
• DOI: 10.1016/j.carres.2016.03.005

•Linear triazole based oligosaccharides have been synthesised by CuAAC.•Ethynylferrocene has been used as analytical probe to improve UV/Vis activity.•The smallest oligosaccharides have been isolated and characterised.
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.