| Autor: |
Tobias-Elias Gloe, Insa Stamer, Cornelia Hojnik, Tanja M. Wrodnigg, Thisbe K. Lindhorst |
| Jazyk: |
angličtina |
| Rok vydání: |
2015 |
| Předmět: |
|
| Zdroj: |
Beilstein Journal of Organic Chemistry, Vol 11, Iss 1, Pp 1096-1104 (2015) |
| Druh dokumentu: |
article |
| ISSN: |
1860-5397 |
| DOI: |
10.3762/bjoc.11.123 |
| Popis: |
The Amadori rearrangement was employed for the synthesis of C-glycosyl-type D-mannoside analogues, namely 1-propargylamino- and 1-phenylamino-1-deoxy-α-D-manno-heptopyranose. They were investigated as ligands of type 1-fimbriated E. coli bacteria by means of molecular docking and bacterial adhesion studies. It turns out that Amadori rearrangement products have a limited activity as inhibitors of bacterial adhesion because the β-C-glycosidically linked aglycone considerably hampers complexation within the carbohydrate binding site of the type 1-fimbrial lectin FimH. |
| Databáze: |
Directory of Open Access Journals |
| Externí odkaz: |
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