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

被引：44

作者：

Cao, Hongzhi ^{[1
]}

Li, Yanhong ^{[1
]}

Lau, Kam ^{[1
]}

Muthana, Saddam ^{[1
]}

Yu, Hai ^{[1
]}

Cheng, Jiansong ^{[1
]}

Chokhawala, Harshal A. ^{[1
]}

Sugiarto, Go ^{[1
]}

Zhang, Lei ^{[1
]}

Chen, Xi ^{[1
]}

机构：

[1] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2009年 / 7卷 / 24期

关键词：

N-ACETYLNEURAMINIC ACID; CARBOHYDRATE SYNTHESIS; TERMINAL ALKYNES; AZIDES; CYCLOADDITIONS; DERIVATIVES; DIVERSITY; LIBRARIES; LIGATION; ALDOLASE;

D O I：

10.1039/b916305k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：5137 / 5145

页数：9

共 30 条

[11] ENZYMES IN CARBOHYDRATE SYNTHESIS - N-ACETYLNEURAMINIC ACID ALDOLASE CATALYZED-REACTIONS AND PREPARATION OF N-ACETYL-2-DEOXY-D-NEURAMINIC ACID-DERIVATIVES [J].