644965-24-2Relevant academic research and scientific papers
Tight-binding inhibition of jack bean α-mannosidase by glycoimidazole clusters
Pichon, Ma?va M.,Stauffert, Fabien,Bodlenner, Anne,Compain, Philippe
, p. 5801 - 5817 (2019/06/19)
The best multivalent effects observed in glycosidase inhibition have been achieved so far with jack bean α-mannosidase (JBα-man) using iminosugar clusters based on weakly binding mismatching active-site-directed inhibiting epitopes (inhitopes) in the d-gl
Synthesis of C(2)-Substituted manno-Configured Tetrahydroimidazopyridines and Their Evaluation as Inhibitors of Snail β-Mannosidase
Terinek, Miroslav,Vasella, Andrea
, p. 3482 - 3509 (2007/10/03)
It was shown that retaining β-glucosidases and galactosidases of families 1-3 feature a strong interaction between C(2)OH of the substrate and the catalytic nucleophile. An analogous interaction can hardly take place for retaining β-mannosidases. A structure-activity comparison between the inhibition of the β-glucosidase from Caldocellum saccharolyticum (family 1) and β-glucosidase from sweet almonds by the gluco-imidazoles 1-6, and the inhibition of snail β-mannosidase by the corresponding manno-imidazoles 8-13 does not show any significant difference, suggesting that also the mechanisms of action of these glycosidases do not differ significantly. For this comparison, we synthesized and tested the manno-imidazoles 9-13, 28, 29, 32, 35, 40, 41, 43, 46, 47, and 50. Among these, the alkene 29 is the strongest known inhibitor of snail β-mannosidase (Ki= 6 nM, non-competitive); the aniline 35 is the strongest competitive inhibitor (Ki=8 nM).
