Publication details

Synthesis of Tetravalent Thio- and Selenogalactoside-Presenting Galactoclusters and Their Interactions with Bacterial Lectin PA-IL from Pseudomonas aeruginosa

Authors

ILLYÉS Tünde Zita MALINOVSKÁ Lenka RŐTH Erzsébet TÓTH Boglárka FARKAS Bence KORSÁK Marek WIMMEROVÁ Michaela KÖVÉR Katalin E. CSÁVÁS Magdolna

Year of publication 2021
Type Article in Periodical
Magazine / Source Molecules
Citation
Web https://doi.org/10.3390/molecules26030542
Doi http://dx.doi.org/10.3390/molecules26030542
Keywords selenoglycosides; galactoclusters; Pseudomonas aeruginosa; PA-IL lectin; multivalency
Description Synthesis of tetravalent thio- and selenogalactopyranoside-containing glycoclusters using azide-alkyne click strategy is presented. Prepared compounds are potential ligands of Pseudomonas aeruginosa lectin PA-IL. P. aeruginosa is an opportunistic human pathogen associated with cystic fibrosis, and PA-IL is one of its virulence factors. The interactions of PA-IL and tetravalent glycoconjugates were investigated using hemagglutination inhibition assay and compared with mono- and divalent galactosides (propargyl 1-thio- and 1-seleno-beta-d-galactopyranoside, digalactosyl diselenide and digalactosyl disulfide). The lectin-carbohydrate interactions were also studied by saturation transfer difference NMR technique. Both thio- and seleno-tetravalent glycoconjugates were able to inhibit PA-IL significantly better than simple d-galactose or their intermediate compounds from the synthesis.
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