Block synthesis of Forssman pentasaccharide GalNAcα1-3GalNAcβ1-3Galα1-4Galβ1-4Glcβ in the form of 3-aminopropyl glycoside

Block synthesis of Forssman pentasaccharide GalNAcα1-3GalNAcβ1-3Galα1-4Galβ1-4Glcβ in the form of 3-aminopropyl glycoside Full article

Journal

Carbohydrate Research
ISSN: 1873-426X , E-ISSN: 0008-6215

Output data

Year: 2025, Volume: 549, Article number : 109370, Pages count : DOI: 10.1016/j.carres.2024.109370

Authors

Popova Inna S ¹ , Sablina Marina A ¹ , Ryzhov Ivan M ¹ , Anisimova Darya O ¹ , Ovchinnikova Tatiana V ¹ , Tyrtysh Tatiana V ¹ , Korchagina Elena Yu ¹ , Chizhov Alexander O ² , Paramonov Alexander S ¹ , Bovin Nicolai V ¹

Affiliations

1	M. M. Shemyakin-Yu. A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, GSP-7, Ulitsa Miklukho-Maklaya, 117997, Moscow, Russian Federation.
2	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prosp. 47, 119991, Moscow, Russian Federation.

A total chemical synthesis of spacer-armed Forssman pentasaccharide is reported. The choice of the 2(donor) + 3(acceptor) block scheme, the optimal combination of a limited number of simple protecting groups and the sequence of deprotection steps allowed to achieve the high yield and stereoselectivity of glycosylation and to avoid losses during deprotection. The target pentasaccharide was obtained in a 10-mg scale. 1H and 13C NMR spectra of the Forssman pentasaccharide were completely assigned with the use of various 2D-NMR experiments.

Popova I.S. , Sablina M.A. , Ryzhov I.M. , Anisimova D.O. , Ovchinnikova T.V. , Tyrtysh T.V. , Korchagina E.Y. , Chizhov A.O. , Paramonov A.S. , Bovin N.V.
Block synthesis of Forssman pentasaccharide GalNAcα1-3GalNAcβ1-3Galα1-4Galβ1-4Glcβ in the form of 3-aminopropyl glycoside
Carbohydrate Research. 2025. V.549. 109370 . DOI: 10.1016/j.carres.2024.109370 WOS OpenAlex

Web of science:	WOS:001410439000001
OpenAlex:	W4405861289

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