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

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42 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

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry
Biochemistry

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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 › peer-review

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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.",

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

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T1 - Sialidase substrate specificity studies using chemoenzymatically synthesized sialosides containing C5-modified sialic acids

AU - Cao, Hongzhi

AU - Li, Yanhong

AU - Lau, Kam

AU - Muthana, Saddam

AU - Yu, Hai

AU - Cheng, Jiansong

AU - Chokhawala, Harshal A.

AU - Sugiarto, Go

AU - Zhang, Lei

AU - Chen, Xi

PY - 2009

Y1 - 2009

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JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

IS - 24

ER -

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

Abstract

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