4PCS
Crystal structure of a bacterial fucosidase with iminosugar (2S,3S,4R,5S)-3,4-dihydroxy-2-[2'-phenyl]ethynyl-5-methylpyrrolidine
Summary for 4PCS
| Entry DOI | 10.2210/pdb4pcs/pdb |
| Related | 4pct |
| Descriptor | Alpha-L-fucosidase, SULFATE ION, IMIDAZOLE, ... (5 entities in total) |
| Functional Keywords | a-l-fucosidase enzyme inhibition, hydrolase |
| Biological source | Bacteroides thetaiotaomicron |
| Total number of polymer chains | 4 |
| Total formula weight | 205350.22 |
| Authors | Davies, G.J.,Wright, D.W.,Behr, J.B. (deposition date: 2014-04-16, release date: 2014-07-09, Last modification date: 2023-12-20) |
| Primary citation | Hottin, A.,Wright, D.W.,Davies, G.J.,Behr, J.B. Exploiting the Hydrophobic Terrain in Fucosidases with Aryl-Substituted Pyrrolidine Iminosugars. Chembiochem, 16:277-283, 2015 Cited by PubMed Abstract: Fucosidase inhibition shows potential in numerous therapeutic contexts. Substitution of fucose-like iminosugars with hydrophobic "aglycons" yields significant improvements in potency of fucosidase inhibition. Here we have prepared three new 2-aryl-3,4-dihydroxy-5-methylpyrrolidines featuring phenyl substituents in variable orientations with respect to the iminocyclitol core and at various distances from it to explore the key binding interactions that stabilise the enzyme-inhibitor complex. The presence of a triazole linker in one structure resulted in nanomolar inhibition of the fucosidase from bovine kidney (Ki =4.8 nM), thus giving rise to one of the most potent pyrrolidine-type inhibitors of this enzyme known to date. PubMed: 25427942DOI: 10.1002/cbic.201402509 PDB entries with the same primary citation |
| Experimental method | X-RAY DIFFRACTION (1.77 Å) |
Structure validation
Download full validation report
