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NMR characteristics of α-D-Man-(1→2)-D-Man and α-D-Man-(1→3)-D-Man mannobioses related to Candida albicans yeast mannan structures

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Abstract

Candida albicans mannans are highly perspective polysaccharides for pharmaceutical and biomedical industry. However, they have not been fully characterized. Generally, the larger, acid-stable part of these complex polymers mostly contain α- (and a few β-) linked mannoses. According to this statement all 1H–13C NMR crosspeaks of α-(1→2) and α-(1→3) mannobioses in d2-water as model disaccharides were assigned (and in d6-DMSO—partial assignment). It is clearly shown that it is possible to differentiate the type, configuration and position of the glycosidic linkage i.e. α-(1→2) or α-(1→3) by one bond heteronuclear correlated spectroscopy methodology. Subsequently we compared the reference NMR data and isolated dimer fraction from Candida albicans and concluded that it is exclusively composed of α-(1→2) mannobiose. Notably α-(1→2) linkages as the branching points in the mannan polysaccharide structure imply rather spatially rigid orientation of its sidechains.

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Acknowledgements

This work was supported by the project “Biomedical Center Martin”, ITMS code: 26220220187. The project is co-financed from EU sources. This publication is also the result of the project implementation: “Center of Translational Medicine” (ITMS 26220220021), supported by the Operational Programme Research and Innovation funded by the ERDF. This work was also supported by VEGA Grant No. 2/0020/17 and APVV Grant No. APVV-15-0161. Authors would like to thank Dr. I. Uhliariková, Dr. P. Baráth and M. Gažíková (Institute of Chemistry, Slovak Academy of Sciences) for technical assistance.

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Authors and Affiliations

  1. Division of Neurosciences, Biomedical Center Martin, Jessenius Faculty of Medicine in Martin, Comenius University in Bratislava, Martin, Slovakia

    Peter Bystrický, Dušan Dobrota & Peter Račay

  2. Department of Medical Biochemistry, Jessenius Faculty of Medicine in Martin, Comenius University in Bratislava, Martin, Slovakia

    Dušan Dobrota & Peter Račay

  3. Institute of Chemistry, Slovak Academy of Sciences, Bratislava, Slovakia

    Slavomír Bystrický

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  1. Peter Bystrický
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  2. Dušan Dobrota
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Correspondence to Peter Bystrický.

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Bystrický, P., Dobrota, D., Račay, P. et al. NMR characteristics of α-D-Man-(1→2)-D-Man and α-D-Man-(1→3)-D-Man mannobioses related to Candida albicans yeast mannan structures. Chem. Pap. 71, 2485–2493 (2017). https://doi.org/10.1007/s11696-017-0242-4

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