title: Sialidase substrate specificity studies using chemoenzymatically synthesized sialosides containing C5-modified sialic acids.
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.
authors.affiliation: Department of Chemistry, University of California-Davis, One Shields Avenue, Davis, California 95616, USA.
authors.forename: Hongzhi
authors.initials: H
authors.lastname: Cao
authors.forename: Yanhong
authors.initials: Y
authors.lastname: Li
authors.forename: Kam
authors.initials: K
authors.lastname: Lau
authors.forename: Saddam
authors.initials: S
authors.lastname: Muthana
authors.forename: Hai
authors.initials: H
authors.lastname: Yu
authors.forename: Jiansong
authors.initials: J
authors.lastname: Cheng
authors.forename: Harshal A
authors.initials: HA
authors.lastname: Chokhawala
authors.forename: Go
authors.initials: G
authors.lastname: Sugiarto
authors.forename: Lei
authors.initials: L
authors.lastname: Zhang
authors.forename: Xi
authors.initials: X
authors.lastname: Chen
mesh_terms: 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
chemical_list: D000900:Anti-Bacterial Agents; D001426:Bacterial Proteins; D005697:Galactosides; D012794:Sialic Acids; D009439:Neuraminidase