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A Janus Aglycone-Based Divergent Strategy for the Synthesis of the PGL-I Epitopes Ready for Conjugation Научная публикация

Журнал Organic Letters
ISSN: 1523-7060 , E-ISSN: 1523-7052
Вых. Данные Год: 2026, Том: 28, Номер: 40, Страницы: 12791–12796 Страниц : DOI: 10.1021/acs.orglett.6c03850
Авторы Novosad Bogdan L. 1 , Zinin Alexander I. 1 , Kolotyrkina Natalya G. 1 , Kononov Leonid O. 1
Организации
1 N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

Реферат: An efficient synthesis of epitopes of PGL-I glycolipids of Mycobacterium leprae was achieved using the 4-methoxyphenyl (MP) group as dual-mode Janus aglycone. Cleavage of the MP aglycone in a disaccharide gave a hemiacetal precursor of the glycosyl donor that was used for the assembly of the trisaccharide PGL-I epitope through α-selective [2+1] rhamnosylation (96:4 α:β). Selective demethylation of the MP aglycone in di- and trisaccharides followed by alkylation of the resulting phenolic hydroxy group gave diverse spacer aglycones suitable for the synthesis of neoglycoconjugates.
Библиографическая ссылка: Novosad B.L. , Zinin A.I. , Kolotyrkina N.G. , Kononov L.O.
A Janus Aglycone-Based Divergent Strategy for the Synthesis of the PGL-I Epitopes Ready for Conjugation
Organic Letters. 2026. V.28. N40. P.12791–12796. DOI: 10.1021/acs.orglett.6c03850 WOS Scopus OpenAlex
Даты:
Поступила в редакцию: 30 авг. 2026 г.
Принята к публикации: 21 сент. 2026 г.
Опубликована online: 25 сент. 2026 г.
Идентификаторы БД:
≡ Web of science: WOS:001887230200001
≡ Scopus: 2-s2.0-105052796705
≡ OpenAlex: W7214287867
Альметрики: