Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 11, Issue -, Pages 1096-1104Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.11.123
Keywords
Amadori rearrangement; bacterial adhesion; C-mannosides; docking studies; FimH ligands
Categories
Funding
- DFG (Germany)
- FWF (Austria) [I 945-B21]
- NAWI Graz
- Austrian Science Fund (FWF) [I 945] Funding Source: researchfish
- Austrian Science Fund (FWF) [I945] Funding Source: Austrian Science Fund (FWF)
Ask authors/readers for more resources
The Amadori rearrangement was employed for the synthesis of C-glycosyl-type D-mannoside analogues, namely 1-propargyl-amino- and 1-phenylamino-1-deoxy-alpha-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 beta-C-glycosidically linked aglycone considerably hampers complexation within the carbohydrate binding site of the type 1-fimbrial lectin FimH.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available