Реферат: The polysaccharide mannan is the main surface antigen of the cell wall of Candida fungi, playing an important role in the pathogenesis of diseases caused by these mycopathogens. Mannan has a complex, comb-like structure and includes a variety of structural units, with their combination varying depending on the Candida species and strain. Glucomannan, a polysaccharide from Candida utilis, contains terminal α-D-glucose residues attached to oligomannoside side chains. This paper describes the first synthesis of a pentasaccharide structurally related to C. utilis glucomannan fragment, which is an α-(1→2)-linked tetramannoside terminated at the non-reducing end by an α-D-glucopyranosyl residue. The pentasaccharide was obtained as a 3-aminopropyl glycoside, which made it possible to synthesize also its biotinylated derivative, suitable for various glycobiological studies. The most complicated step in the pentasaccharide synthesis was stereoselective 1,2-cis-glycosylation to attach the α-D-glucopyranosyl residue. This was accomplished using a glucosyl donor specially developed in our laboratory, the protecting groups of which provide the necessary α-stereoselectivity. The target biotinylated pentasaccharide thus obtained will be used in the future as a model antigen for the detection of immunodeterminant epitopes of Candida mannans.

Библиографическая ссылка: Yashunsky D.V. , Dorokhova V.S. , Komarova B.S. , Paulovičová E. , Krylov V.B. , Nifantiev N.E.
Synthesis of biotinylated pentasaccharide structurally related to a fragment of glucomannan from Candida utilis
Russian Chemical Bulletin. 2021. V.70. N11. P.2208-2213. DOI: 10.1007/s11172-021-3334-9 WOS Scopus OpenAlex

Идентификаторы БД:

≡ Web of science:	WOS:000742917800018
≡ Scopus:	2-s2.0-85122958916
≡ OpenAlex:	W4205941585

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