Sialidase substrate specificity studies using chemoenzymatically synthesized sialosides containing C5-modified sialic acids.
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.
Cao
Hongzhi
H
Department of Chemistry, University of California-Davis, One Shields Avenue, Davis, California 95616, USA.
Li
Yanhong
Y
Lau
Kam
K
Muthana
Saddam
S
Yu
Hai
H
Cheng
Jiansong
J
Chokhawala
Harshal A
HA
Sugiarto
Go
G
Zhang
Lei
L
Chen
Xi
X
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis; D001426:Bacterial Proteins / Q000037:antagonists & inhibitors; D004353:Drug Evaluation, Preclinical; D005697:Galactosides / Q000138:chemical synthesis*; D009439:Neuraminidase / Q000037:antagonists & inhibitors / Q000737:chemistry* / Q000378:metabolism; D012794:Sialic Acids / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013379:Substrate Specificity
D000900:Anti-Bacterial Agents; D001426:Bacterial Proteins; D005697:Galactosides; D012794:Sialic Acids; D009439:Neuraminidase