Synthesis of N-(N-bromoacetylglycyl)-β-D-glycopyranosylamines, derivatives of monoand di-α-L-fucosylated diand trisaccharides
- Autores: Likhosherstov L.1, Novikova O.1, Kolotyrkina N.1, Berezin B.2, Piskarev V.2
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Afiliações:
- N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
- A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
- Edição: Volume 66, Nº 4 (2017)
- Páginas: 717-720
- Seção: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/240481
- DOI: https://doi.org/10.1007/s11172-017-1798-4
- ID: 240481
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Resumo
N-(N-Bromoacetylglycyl)-β-glycopyranosylamines of diand trisaccharides, namely, α-LFucp-(1→6)-β-D-GlcNAcp-NHCOCH2NHCOCH2Br, α-L-Fucp-(1→3)-β-D-GlcNAcpNHCOCH2NHCOCH2Br, α-L-Fucp-(1→6)-[α-L-Fucp-(1→3)]-β-D-GlcNAcp-NHCOCH2NHCOCH2Br, α-L-Fucp-(1→4)-[β-D-Galp-(1→3)]-β-D-GlcNAcp-NHCOCH2NHCOCH2Br, and α-L-Fucp-(1→2)-β-D-Galp-(1→4)-β-D-Glcp-NHCOCH2NHCOCH2Br, were synthesized in ~70% yields by treatment of the appropriate N-glycyl-β-glycopyranosylamines with N-bromoacetoxysuccinimide in aqueous DMF. The synthesized diand trisaccharide bromo derivatives are proposed for the obtaining of neoglycoconjugates of physiologically active substances, for instance, of daunorubicin anticancer agent.
Sobre autores
L. Likhosherstov
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Autor responsável pela correspondência
Email: likhosherstov@mail.ru
Rússia, 47 Leninsky prosp., Moscow, 119991
O. Novikova
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: likhosherstov@mail.ru
Rússia, 47 Leninsky prosp., Moscow, 119991
N. Kolotyrkina
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: likhosherstov@mail.ru
Rússia, 47 Leninsky prosp., Moscow, 119991
B. Berezin
A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
Email: likhosherstov@mail.ru
Rússia, 28 ul. Vavilova, Moscow, 119991
V. Piskarev
A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
Email: likhosherstov@mail.ru
Rússia, 28 ul. Vavilova, Moscow, 119991