A cyclic glucosyl ceramide acceptor as a versatile building block for complex ganglioside synthesis |
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| Authors: | Kohki Fujikawa Tomohiro Nohara Hiromune Ando Hideharu Ishida Makoto Kiso |
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| Institution: | a Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan
b Institute for Integrated Cell-Material Sciences (iCeMS), Kyoto University, Yoshida Ushinomiya-cho, Sakyo-ku, Kyoto 606-8501, Japan |
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| Abstract: | A cyclic glucosyl ceramide (GlcCer) acceptor has been developed as a versatile building block for the synthesis of complex ganglioside. A macrocyclic GlcCer acceptor, which was the product of intramolecular glycosylation between glucose and ceramide, exhibited high reactivity during the coupling reactions with a variety of complex oligosaccharyl donors, thereby furnishing the corresponding ganglioside frameworks in high yields. |
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| Keywords: | Ganglioside Intramolecular glycosylation Glucosyl ceramide Sialic acid |
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