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; Xi Chen

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, Xi Chen

Chemistry

Research output: Contribution to journal › Article

38 Scopus citations

Abstract

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.

Original language	English (US)
Pages (from-to)	5137-5145
Number of pages	9
Journal	Organic and Biomolecular Chemistry
Volume	7
Issue number	24
DOIs	https://doi.org/10.1039/b916305k
State	Published - 2009

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ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry
Biochemistry

Cite this

Cao, H., Li, Y., Lau, K., Muthana, S., Yu, H., Cheng, J., Chokhawala, H. A., Sugiarto, G., Zhang, L., & Chen, X. (2009). Sialidase substrate specificity studies using chemoenzymatically synthesized sialosides containing C5-modified sialic acids. Organic and Biomolecular Chemistry, 7(24), 5137-5145. https://doi.org/10.1039/b916305k

Sialidase substrate specificity studies using chemoenzymatically synthesized sialosides containing C5-modified sialic acids. / Cao, Hongzhi; Li, Yanhong; Lau, Kam; Muthana, Saddam; Yu, Hai; Cheng, Jiansong; Chokhawala, Harshal A.; Sugiarto, Go; Zhang, Lei; Chen, Xi.

In: Organic and Biomolecular Chemistry, Vol. 7, No. 24, 2009, p. 5137-5145.

Research output: Contribution to journal › Article

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10.1039/b916305k