The influence of protective groups in sialyl halides on their reactivity and selectivity in glycosylation reactions: implications for the mechanism of sialylation

The influence of protective groups in sialyl halides on their reactivity and selectivity in glycosylation reactions: implications for the mechanism of sialylation Full article

Journal

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

Output data

Year: 2025, Volume: 556, Article number : 109617, Pages count : DOI: 10.1016/j.carres.2025.109617

Authors

Mamirgova Zarina Z ¹ , Zinin Alexander I ¹ , Kononov Leonid O ²

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky Prosp. 47, 119991, Russian Federation.
2	N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky Prosp. 47, 119991, Russian Federation. Electronic address: leonid.kononov@gmail.com.

In this study, a comparative analysis of the reactivity of known and novel sialyl donors bearing various protective and leaving groups (sialyl chlorides and sialyl bromides) was conducted through their reactions with methanol and isopropyl alcohol in the absence of added promoter. NMR analysis of the reaction mixtures following solvolysis provided clear insights into the variations in reactivity and selectivity as a function of the nature of the protective and leaving groups present in the sialyl halide molecules.

Mamirgova Z.Z. , Zinin A.I. , Kononov L.O.
The influence of protective groups in sialyl halides on their reactivity and selectivity in glycosylation reactions: implications for the mechanism of sialylation
Carbohydrate Research. 2025. V.556. 109617 . DOI: 10.1016/j.carres.2025.109617 WOS Scopus OpenAlex

≡ Web of science:	WOS:001542456700001
≡ Scopus:	2-s2.0-105011769265
≡ OpenAlex:	W4412823111