Synthesis of a branched biotinylated hexasaccharide structurally related to a fragment of Candida utilis glucomannan

Synthesis of a branched biotinylated hexasaccharide structurally related to a fragment of Candida utilis glucomannan Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2024, Volume: 73, Number: 6, Pages: 1836-1842 Pages count : 7 DOI: 10.1007/s11172-024-4301-z

Authors

Yashunsky D.V. ¹ , Dorokhova V.S. ¹ , Krylov V.B. ¹ , Nifantiev N.E. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

The paper describes the synthesis of an aminopropyl glycoside of hexasaccharide structurally related to the branched fragment of Candida utilis glucomannan, consisting of tetra-α-(1→2)-d-mannoside, the non-reducing end of which is glycosylated with α-glucopyranose and α-mannopyranose residues attached through the (1→2) and (1→3) linkages, respectively. The target structure was assembled by block synthesis with controlled α-stereoselectivity of formation of each glycosidic bond. The resulting hexasaccharide was further converted to a biotinylated conjugate, which, together with previously synthesized similar oligosaccharides, will be used to study the antigenic properties of mannans of Candida fungi.

Yashunsky D.V. , Dorokhova V.S. , Krylov V.B. , Nifantiev N.E.
Synthesis of a branched biotinylated hexasaccharide structurally related to a fragment of Candida utilis glucomannan
Russian Chemical Bulletin. 2024. V.73. N6. P.1836-1842. DOI: 10.1007/s11172-024-4301-z WOS Scopus OpenAlex

≡ Web of science:	WOS:001280216600020
≡ Scopus:	2-s2.0-85199793296
≡ OpenAlex:	W4401011666