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Organic & Biomolecular Chemistry

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Article citation: Hongzhi Cao, Org. Biomol. Chem., 2009, DOI: 10.1039/b916305k


Sialidase substrate specificity studies using chemoenzymatically synthesized sialosides containing C5-modified sialic acids

Hongzhi Cao, Yanhong Li, Kam Lau, Saddam Muthana, Hai Yu, Jiansong Cheng, Harshal A. Chokhawala, Go Sugiarto, Lei Zhang and Xi Chen


para-Nitrophenol-tagged sialyl galactosides containing sialic acid derivatives in which the C5 hydroxyl group of sialic acids was systematically substituted with a hydrogen, a fluorine, a methoxyl or an azido group were successfully synthesized using an efficient chemoenzymatic approach. These compounds were used as valuable probes in high-throughput screening assays to study the importance of the C5 hydroxyl group of sialic acid in the recognition and the cleavage of sialoside substrates by bacterial sialidases.

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