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Literature summary for 3.2.1.51 extracted from

  • Wu, H.; Ho, C.; Ko, T.; Popat, S.; Lin, C.; Wang, A.
    Structural basis of alpha-fucosidase inhibition by iminocyclitols with Ki values in the micro- to picomolar range (2010), Angew. Chem. Int. Ed. Engl., 49, 337-340.
    View publication on PubMed

Crystallization (Commentary)

Crystallization (Comment) Organism
in complex with iminocyclitol inhibitors. Compounds show time-dependent, slow-binding inhibition. Inhibitors that have an extra substituent at C1 residing at the beta position adopt a product-like 1C4 chair conformation rather than the transition-state 3H4 half-chair conformation Thermotoga maritima

Inhibitors

Inhibitors Comment Organism Structure
(2R,3R,4R,5R,6S)-2-(aminomethyl)-6-methylpiperidine-3,4,5-triol fuconojirimycin derivative, time dependent, slow-binding inhibition Thermotoga maritima
(2S,3R,4S,5R)-2-(propan-2-yl)piperidine-3,4,5-triol fuconojirimycin derivative, time dependent, slow-binding inhibition Thermotoga maritima
(2S,3R,4S,5R)-2-benzylpiperidine-3,4,5-triol fuconojirimycin derivative, time dependent, slow-binding inhibition Thermotoga maritima
2-(1H-indol-3-yl)-N-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl]acetamide fuconojirimycin derivative, time dependent, slow-binding inhibition Thermotoga maritima
2-cyclopentyl-2-phenyl-N-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl]acetamide fuconojirimycin derivative, time dependent, slow-binding inhibition Thermotoga maritima
3-(1H-indol-3-yl)-N-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl]propanamide fuconojirimycin derivative, time dependent, slow-binding inhibition Thermotoga maritima
N-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl]-1-benzofuran-2-carboxamide fuconojirimycin derivative, time dependent, slow-binding inhibition Thermotoga maritima
N-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl]-1H-indole-3-carboxamide fuconojirimycin derivative, time dependent, slow-binding inhibition Thermotoga maritima
N-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl]acetamide
-
Thermotoga maritima

Organism

Organism UniProt Comment Textmining
Thermotoga maritima
-
-
-

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0000163
-
(2R,3R,4R,5R,6S)-2-(aminomethyl)-6-methylpiperidine-3,4,5-triol
-
Thermotoga maritima
0.000105
-
3-(1H-indol-3-yl)-N-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl]propanamide
-
Thermotoga maritima
0.000427
-
N-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl]-1H-indole-3-carboxamide
-
Thermotoga maritima
0.000441
-
N-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl]-1-benzofuran-2-carboxamide
-
Thermotoga maritima
0.000475
-
2-(1H-indol-3-yl)-N-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl]acetamide
-
Thermotoga maritima
0.001
-
2-cyclopentyl-2-phenyl-N-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl]acetamide
-
Thermotoga maritima
0.0045
-
N-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methylpiperidin-2-yl]methyl]acetamide
-
Thermotoga maritima
0.005
-
(2S,3R,4S,5R)-2-benzylpiperidine-3,4,5-triol
-
Thermotoga maritima
0.006
-
(2S,3R,4S,5R)-2-(propan-2-yl)piperidine-3,4,5-triol
-
Thermotoga maritima