A5048395835- Glycosylation and Glycoproteins Research
- Carbohydrate Chemistry and Synthesis
- Bacterial Genetics and Biotechnology
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Biochemical and Molecular Research
- Proteoglycans and glycosaminoglycans research
- Galectins and Cancer Biology
- Bacteriophages and microbial interactions
- Legume Nitrogen Fixing Symbiosis
- Protein Tyrosine Phosphatases
- Genomics and Phylogenetic Studies
University of Alberta
2016-2023
California Institute of Technology
2022-2023
Howard Hughes Medical Institute
2023
Alberta Hospital Edmonton
2020
Alberta Glycomics Centre
2016-2019
National Taiwan University
2015
Institute of Biological Chemistry, Academia Sinica
2015
KpsC is a dual-module glycosyltransferase (GT) essential for "group 2" capsular polysaccharide biosynthesis in Escherichia coli and other Gram-negative pathogens. Capsules are vital virulence determinants high-profile pathogens, making viable target intervention with small-molecule therapeutic inhibitors. Inhibitor development can be facilitated by understanding the mechanism of enzyme. Two separate GT modules transfer 3-deoxy-β-d-manno-oct-2-ulosonic acid (β-Kdo) from...
Galectins represent β-galactoside-binding proteins and are known to bind Galβ1-3/4GlcNAc disaccharides (abbreviated as LN1 LN2, respectively). Despite high sequence structural homology shared by the carbohydrate recognition domain (CRD) of all galectin members, how each displays different sugar-binding specificity still remains ambiguous. Herein we provided first evidence human galectins-1, 3-CRD 7 in complex with LN1. Galectins-1 3 were shown have higher affinity for LN2 than LN1, while...
Bacterial capsular polysaccharides are important virulence factors. Capsular from several Gram-negative pathogens share a conserved glycolipid terminus containing 3-deoxy-β-d-manno-oct-2-ulosonic acid (β-Kdo). The β-Kdo glycosyltransferases responsible for synthesis of this belong to new family that shares little homology with other such enzymes, thereby representing an attractive antivirulence target. Here, we report the development fluorescence polarization-based, high-throughput screening...
3-Deoxy-d-manno-oct-2-ulosonic acid (Kdo) is an essential component of bacterial lipopolysaccharides, where it provides the linkage between lipid and carbohydrate moieties. In all known LPS structures, Kdo residues possess α-anomeric configurations, corresponding inverting α-Kdo transferases are well characterized. Recently, has been shown that a large group capsular polysaccharides from Gram-negative bacteria, produced by ATP-binding cassette transporter-dependent pathways, also attached to...
We report a siloxane-protected donor (7) for the highly stereoselective formation of β-(2,3-cis)-xylulofuranosyl bonds. Glycosylation reactions with 7 gave >80% yields, and only β-xylulofuranosides were isolated in all cases. The utility synthesis complex glycans was shown by its successful application to preparation repeating unit from lipopolysaccharide O-antigen Yersinia enterocolitica serovars O:5/O:5,27. This structure is pentasaccharide two β-xylulofuranose residues; using 7, both...
Reported is the first stereoselective method for β-xylulofuranosylation, which employs 3,4-O-xylylene-protected thioglycoside donors. For most acceptors, best results were observed with a donor (8) that possesses both xylylene group and benzoate ester at O-1. To demonstrate its utility, methodology was applied to synthesis of pentasaccharide repeating unit from lipopolysaccharide O-antigen Yersinia enterocolitica serovars O:5/O:5,27, structure containing two β-xylulofuranose residues.
Glycosaminoglycans (GAGs) are abundant, ubiquitous carbohydrates in biology, yet their structural complexity has limited an understanding of biological roles and structure-function relationships. Synthetic access to large collections well-defined, structurally diverse GAG oligosaccharides would provide critical insights into this important class biomolecules represent a major advance glycoscience. Here, we report new automated platform for synthesizing heparan sulfate (HS) oligosaccharide...
We developed an efficient method to achieve the regioselective acyl migration of benzoyl ester. In all cases, reactions required only commercially available organic acid catalyst TsOH·H2O. This enables group migrate from secondary groups primary hydroxyl groups, or equatorial axial groups. The 1,2 1,3 would potentially occur via five- and six-membered cyclic ortho intermediates. A wide range orthogonally protected monosaccharides, which are useful intermediates for synthesis natural...