Synthesis of oligosaccharides related to galactomannans fromAspergillus fumigatusand their NMR spectral data
| Autor: | M. I. Petruk, Alexey G. Gerbst, Nikolay E. Nifantiev, Jean-Paul Latgé, Dmitry A. Argunov, Alexander S. Shashkov, Andrey S. Dmitrenok, Arsenii S. Solovev, Vadim B. Krylov |
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| Rok vydání: | 2018 |
| Předmět: |
Glycosylation
Magnetic Resonance Spectroscopy Stereochemistry Oligosaccharides 010402 general chemistry Polysaccharide 01 natural sciences Biochemistry Aspergillus fumigatus Mannans Galactomannan chemistry.chemical_compound Polysaccharides Carbon-13 Magnetic Resonance Spectroscopy Physical and Theoretical Chemistry skin and connective tissue diseases chemistry.chemical_classification biology 010405 organic chemistry Chemical shift Organic Chemistry Galactose Nuclear magnetic resonance spectroscopy Carbon-13 NMR biology.organism_classification 0104 chemical sciences NMR spectra database chemistry |
| Zdroj: | Organic & Biomolecular Chemistry. 16:1188-1199 |
| ISSN: | 1477-0539 1477-0520 |
| DOI: | 10.1039/c7ob02734f |
| Popis: | The synthesis of model oligosaccharides related to antigenic galactomannans of the dangerous fungal pathogen Aspergillus fumigatus has been performed employing pyranoside-into-furanoside (PIF) rearrangement and controlled O(5) → O(6) benzoyl migration as key synthetic methods. The prepared compounds along with some previously synthesized oligosaccharides were studied by NMR spectroscopy with the full assignment of 1H and 13C signals and the determination of 13C NMR glycosylation effects. The obtained NMR database on 13C NMR chemical shifts for oligosaccharides representing galactomannan fragments forms the basis for further structural analysis of galactomannan related polysaccharides by a non-destructive approach based on the calculation of the 13C NMR spectra of polysaccharides by additive schemes. |
| Databáze: | OpenAIRE |
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