CARB 77 |
| Sialic acid modifications at various hydroxyl groups of sialic acid such as acetylation, sulphation, methylation, phosphorylation, and lactylation lead to more than 50 different sialic acid structures in nature. Among these are C-8 modified sialic acids with substituents such as acetate, sulfate, or methyl ether. In order to understand the importance of C-8 modifications on sialic acid, we have designed and synthesized ManNAc derivatives that have been modified at C-5 with OAc, OSO32-, or OMe. These C-5 modified ManNAc derivatives will be converted into their corresponding C-8 modified Neu5Ac derivatives using a sialic acid aldolase and will be used as substrates for preparing sialosides containing C-8 modified sialic acid using a one-pot three-enzyme system containing the sialic acid aldolase, a CMP-sialic acid synthetase, and a sialyltransferase. |
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Chemical Glycobiology Symposium
7:00 PM-9:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster
Division of Carbohydrate Chemistry |