Glyco-pseudopolyrotaxanes: Carbohydrate Wheels Threaded on a Polymer String and Their Inhibition of Bacterial Adhesion
SCIE
SCOPUS
- Title
- Glyco-pseudopolyrotaxanes: Carbohydrate Wheels Threaded on a Polymer String and Their Inhibition of Bacterial Adhesion
- Authors
- Kim, J; Ahn, Y; Park, KM; Lee, DW; Kim, K
- Date Issued
- 2010-06
- Publisher
- WILEY-V C H VERLAG GMBH
- Abstract
- We report glyco-pseudopolyrotaxanes composed of cucurbit[6]uril-based mannose wheels (ManCB[6]) threaded on polyviologen (PV), which not only effectively induce bacterial aggregation, but also exhibit high inhibitory activity against bacterial binding to host cells. Three glyco-pseudopolyrotaxanes (1-3), which have 10, 5, and 3 ManCB[6] wheels, respectively, on a PV string, were prepared and characterized. Bacterial aggregation assays and hemagglutination inhibition assays illustrated the specific and multivalent interaction between the glyco-pseudopolyrotaxanes and E. coli ORN178. Compound 3 was especially effective at inducing bacterial aggregation and showed 300 times higher inhibitory potency than monomeric methyl-alpha-mannoside (Me-alpha Man) for ORN178-induced hemagglutination. Furthermore, we demonstrated their inhibitory activities for the adhesion of ORN178 bacteria to urinary epithelial cells as a model of urinary tract infection. Our findings suggest that these supramolecular carbohydrate clusters are potentially useful in antiadhesion therapy.
- Keywords
- carbohydrates; cluster compounds; cucurbiturils; host-guest systems; rotaxanes; supramolecular chemistry; ESCHERICHIA-COLI; MULTIVALENT LIGANDS; ALPHA-CYCLODEXTRIN; TYPE-1 FIMBRIAE; IN-VITRO; CUCURBITURIL; BINDING; AGGLUTINATION; VESICLES; POLYROTAXANES
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/25303
- DOI
- 10.1002/CHEM.201001538
- ISSN
- 0947-6539
- Article Type
- Article
- Citation
- CHEMISTRY-A EUROPEAN JOURNAL, vol. 16, no. 40, page. 12168 - 12173, 2010-06
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