How O-substitution of sialyl donors affects their stereoselectivity |
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Authors: | Premathilake Hemali D Gobble Chase P Pornsuriyasak Papapida Hardimon Tramaine Demchenko Alexei V De Meo Cristina |
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Affiliation: | Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA. |
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Abstract: | The profound effect of substituents at C-5 of glycosyl sialosides on their stereoselectivity is well-known although the exact nature of this effect is somewhat less understood. Presented herein is a comparative study of a range of novel sialyl donors with various O-substituents. It is demonstrated that O-substituents at C-4 and C-7 may also have a significant effect on the reactivity of sialyl donors and on the stereoselectivity of chemical sialylation. |
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