How O-substitution of sialyl donors affects their stereoselectivity.
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.
Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA.
Hemali D
HD
Premathilake
Chase P
CP
Gobble
Papapida
P
Pornsuriyasak
Tramaine
T
Hardimon
Alexei V
AV
Demchenko
Cristina
C
De Meo
D006031:Glycosylation; D015394:Molecular Structure; D012794:Sialic Acids / Q000737:chemistry*; D013237:Stereoisomerism
D012794:Sialic Acids