ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

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

Peter Bystrický, Dušan Dobrota, Peter Račay, and Slavomír Bystrický

Comenius University in Bratislava, Martin, Slovakia

E-mail: peter.bystricky@jfmed.uniba.sk

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.

Keywords: Candida albicans mannan; α-(1→2) mannobiose; α-(1→3) mannobiose; NMR; Heteronuclear correlated spectroscopy; MALDI-TOF

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-017-0242-4

Chemical Papers 71 (12) 2485–2493 (2017)