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Literature summary for 3.4.24.63 extracted from

  • Ramsbeck, D.; Hamann, A.; Richter, G.; Schlenzig, D.; Geissler, S.; Nykiel, V.; Cynis, H.; Schilling, S.; Buchholz, M.
    Structure-guided design, synthesis, and characterization of next-generation meprin beta inhibitors (2018), J. Med. Chem., 61, 4578-4592 .
    View publication on PubMed
Search for more literature for 3.4.24.63

Cloned(Commentary)

Cloned (Comment) Organism
recombinant expression of meprin beta in yeast Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
3,3'-([[2-(hydroxyamino)-2-oxoethyl]imino]dimethanediyl)dibenzamide
-
 Homo sapiens
3,3'-([[2-(hydroxyamino)-2-oxoethyl]imino]dimethanediyl)dibenzoic acid
-
 Homo sapiens
3-([(3-fluoro-4-methoxybenzyl)[2-(hydroxyamino)-2-oxoethyl]amino]methyl)benzoic acid
-
 Homo sapiens
3-([[(1R)-2-(hydroxyamino)-2-oxo-1-phenylethyl]amino]methyl)benzoic acid
-
 Homo sapiens
3-([[(1S)-2-(hydroxyamino)-2-oxo-1-phenylethyl]amino]methyl)benzoic acid
-
 Homo sapiens
3-([[(2R)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl]amino]methyl)benzoic acid
-
 Homo sapiens
3-([[(2R)-1-(hydroxyamino)-1-oxopropan-2-yl]amino]methyl)benzoic acid
-
 Homo sapiens
3-([[(2R)-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl]amino]methyl)benzoic acid
-
 Homo sapiens
3-([[(2R)-3-carboxy-1-(hydroxyamino)-1-oxopropan-2-yl]amino]methyl)benzoic acid
-
 Homo sapiens
3-([[(2R)-4-carboxy-1-(hydroxyamino)-1-oxobutan-2-yl]amino]methyl)benzoic acid
-
 Homo sapiens
3-([[(2S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl]amino]methyl)benzoic acid
-
 Homo sapiens
3-([[(2S)-1-(hydroxyamino)-1-oxopropan-2-yl]amino]methyl)benzoic acid
-
 Homo sapiens
3-([[(2S)-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl]amino]methyl)benzoic acid
-
 Homo sapiens
3-([[(2S)-3-carboxy-1-(hydroxyamino)-1-oxopropan-2-yl]amino]methyl)benzoic acid
-
 Homo sapiens
3-([[(2S)-4-carboxy-1-(hydroxyamino)-1-oxobutan-2-yl]amino]methyl)benzoic acid
-
 Homo sapiens
3-([[2-(hydroxyamino)-2-oxoethyl]amino]methyl)benzoic acid
-
 Homo sapiens
3-([[2-(hydroxyamino)-2-oxoethyl][(4-methoxyphenyl)sulfonyl]amino]methyl)benzenecarboperoxoic acid
-
 Homo sapiens
3-[(3-carboperoxybenzyl)[2-(hydroxyamino)-2-oxoethyl]sulfamoyl]benzoic acid
-
 Homo sapiens
3-[[(2,6-difluoro-4-methoxyphenyl)methyl-[2-(hydroxyamino)-2-oxoethyl]amino]methyl]benzoic acid
-
 Homo sapiens
3-[[(4-carboxyphenyl)methyl-[2-(hydroxyamino)-2-oxoethyl]amino]methyl]benzoic acid
-
 Homo sapiens
3-[[(4-chlorophenyl)methyl-[2-(hydroxyamino)-2-oxoethyl]amino]methyl]benzoic acid
-
 Homo sapiens
3-[[(4-cyanophenyl)methyl-[2-(hydroxyamino)-2-oxoethyl]amino]methyl]benzoic acid
-
 Homo sapiens
3-[[(4-fluorophenyl)methyl-[2-(hydroxyamino)-2-oxoethyl]amino]methyl]benzoic acid
-
 Homo sapiens
3-[[1,3-benzodioxol-5-ylmethyl-[2-(hydroxyamino)-2-oxoethyl]amino]methyl]benzoic Acid
-
 Homo sapiens
3-[[benzyl-[2-(hydroxyamino)-2-oxoethyl]amino]methyl]benzoic acid
-
 Homo sapiens
3-[[[2-(hydroxyamino)-2-oxo-ethyl]-[(4-biphenyl)methyl]amino]methyl]benzoic acid
-
 Homo sapiens
3-[[[2-(hydroxyamino)-2-oxo-ethyl]-[(4-propoxyphenyl)methyl]amino]methyl]benzoic acid
-
 Homo sapiens
3-[[[2-(hydroxyamino)-2-oxoethyl]-(p-tolylmethyl)amino]methyl]benzoic acid
-
 Homo sapiens
3-[[[2-(hydroxyamino)-2-oxoethyl]-[(3-methoxyphenyl)methyl]amino]methyl]benzoic acid
-
 Homo sapiens
3-[[[2-(hydroxyamino)-2-oxoethyl]-[(4-methoxyphenyl)methyl]-amino]methyl]benzoic acid
-
 Homo sapiens
3-[[[3-(hydroxyamino)-3-oxopropyl]-[(4-methoxyphenyl)-methyl]amino]methyl]benzoic acid
-
 Homo sapiens
3-[[[4-(hydroxyamino)-4-oxobutyl]-[(4-methoxyphenyl)methyl]amino]methyl]benzoic acid
-
 Homo sapiens
4,4'-([[2-(hydroxyamino)-2-oxoethyl]imino]dimethanediyl)dibenzoic acid
-
 Homo sapiens
diethyl 3,3'-([[2-(hydroxyamino)-2-oxoethyl]imino]dimethanediyl)dibenzoate
-
 Homo sapiens
additional information structure-guided design, synthesis, and characterization of next-generation meprin beta inhibitors, overview. Molecular docking of compounds 6a, 8a, and 8i, to meprin beta using the crystal structure, PDB ID 4GWN, with manual replacement of Cd2+ by Zn2+. Cell viability assay is assessed in human hepatocellular carcinoma cell line Hep-G2 and in human neuroblastoma cell line SH-SY5Y Homo sapiens
N2,N2-bis(1,3-benzodioxol-5-ylmethyl)-N-hydroxyglycinamide
-
 Homo sapiens
N2,N2-bis(2,4-difluoro-3-hydroxybenzyl)-N-hydroxyglycinamide
-
 Homo sapiens
N2,N2-bis(2,4-difluoro-3-methoxybenzyl)-N-hydroxyglycinamide
-
 Homo sapiens
N2,N2-bis(2,6-difluoro-3-hydroxybenzyl)-N-hydroxyglycinamide
-
 Homo sapiens
N2,N2-bis(2-fluoro-3-hydroxybenzyl)-N-hydroxyglycinamide
-
 Homo sapiens
N2,N2-bis(3,5-difluoro-4-hydroxybenzyl)-N-hydroxyglycinamide
-
 Homo sapiens
N2,N2-bis(3-cyanobenzyl)-N-hydroxyglycinamide
-
 Homo sapiens
N2,N2-bis(4-chloro-2-fluoro-3-hydroxybenzyl)-N-hydroxyglycinamide
-
 Homo sapiens
N2,N2-bis(4-chloro-2-fluoro-3-methoxybenzyl)-N-hydroxyglycinamide
-
 Homo sapiens
N2,N2-bis(4-fluoro-3-hydroxybenzyl)-N-hydroxyglycinamide
-
 Homo sapiens
N2,N2-bis[3-(difluoromethoxy)benzyl]-N-hydroxyglycinamide
-
 Homo sapiens

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+ a zinc metalloproteinase Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens Q16820
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
Abz-YVAEAPK(Dnp)G-OH + H2O
-
 Homo sapiens ?
-
 ir

Synonyms

Synonyms Comment Organism
meprin beta
-
 Homo sapiens
metalloprotease meprin beta
-
 Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
 assay at Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000023
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens N2,N2-bis(2,4-difluoro-3-hydroxybenzyl)-N-hydroxyglycinamide
0.000024
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens N2,N2-bis(4-chloro-2-fluoro-3-hydroxybenzyl)-N-hydroxyglycinamide
0.000049
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3,3'-([[2-(hydroxyamino)-2-oxoethyl]imino]dimethanediyl)dibenzoic acid
0.00006
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([[2-(hydroxyamino)-2-oxoethyl][(4-methoxyphenyl)sulfonyl]amino]methyl)benzenecarboperoxoic acid
0.00006
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[(3-carboperoxybenzyl)[2-(hydroxyamino)-2-oxoethyl]sulfamoyl]benzoic acid
0.000076
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[[(4-chlorophenyl)methyl-[2-(hydroxyamino)-2-oxoethyl]amino]methyl]benzoic acid
0.000077
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[[[2-(hydroxyamino)-2-oxoethyl]-[(4-methoxyphenyl)methyl]-amino]methyl]benzoic acid
0.000177
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[[(4-fluorophenyl)methyl-[2-(hydroxyamino)-2-oxoethyl]amino]methyl]benzoic acid
0.000207
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[[(4-carboxyphenyl)methyl-[2-(hydroxyamino)-2-oxoethyl]amino]methyl]benzoic acid
0.000272
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens N2,N2-bis(3,5-difluoro-4-hydroxybenzyl)-N-hydroxyglycinamide
0.000285
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[[1,3-benzodioxol-5-ylmethyl-[2-(hydroxyamino)-2-oxoethyl]amino]methyl]benzoic Acid
0.00032
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[[(4-cyanophenyl)methyl-[2-(hydroxyamino)-2-oxoethyl]amino]methyl]benzoic acid
0.000347
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[[(2,6-difluoro-4-methoxyphenyl)methyl-[2-(hydroxyamino)-2-oxoethyl]amino]methyl]benzoic acid
0.000375
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([(3-fluoro-4-methoxybenzyl)[2-(hydroxyamino)-2-oxoethyl]amino]methyl)benzoic acid
0.000377
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([[2-(hydroxyamino)-2-oxoethyl]amino]methyl)benzoic acid
0.000386
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[[[2-(hydroxyamino)-2-oxoethyl]-(p-tolylmethyl)amino]methyl]benzoic acid
0.000524
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 4,4'-([[2-(hydroxyamino)-2-oxoethyl]imino]dimethanediyl)dibenzoic acid
0.000548
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([[(2R)-3-carboxy-1-(hydroxyamino)-1-oxopropan-2-yl]amino]methyl)benzoic acid
0.000552
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens N2,N2-bis(2,6-difluoro-3-hydroxybenzyl)-N-hydroxyglycinamide
0.000559
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[[[2-(hydroxyamino)-2-oxoethyl]-[(3-methoxyphenyl)methyl]amino]methyl]benzoic acid
0.000643
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[[[3-(hydroxyamino)-3-oxopropyl]-[(4-methoxyphenyl)-methyl]amino]methyl]benzoic acid
0.000654
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([[(2S)-4-carboxy-1-(hydroxyamino)-1-oxobutan-2-yl]amino]methyl)benzoic acid
0.000742
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[[[4-(hydroxyamino)-4-oxobutyl]-[(4-methoxyphenyl)methyl]amino]methyl]benzoic acid
0.000768
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([[(2R)-4-carboxy-1-(hydroxyamino)-1-oxobutan-2-yl]amino]methyl)benzoic acid
0.00106
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens N2,N2-bis(4-fluoro-3-hydroxybenzyl)-N-hydroxyglycinamide
0.00128
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[[[2-(hydroxyamino)-2-oxo-ethyl]-[(4-biphenyl)methyl]amino]methyl]benzoic acid
0.001285
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[[benzyl-[2-(hydroxyamino)-2-oxoethyl]amino]methyl]benzoic acid
0.001325
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([[(2S)-3-carboxy-1-(hydroxyamino)-1-oxopropan-2-yl]amino]methyl)benzoic acid
0.00225
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-[[[2-(hydroxyamino)-2-oxo-ethyl]-[(4-propoxyphenyl)methyl]amino]methyl]benzoic acid
0.00291
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([[(2R)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl]amino]methyl)benzoic acid
0.00291
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens N2,N2-bis(2-fluoro-3-hydroxybenzyl)-N-hydroxyglycinamide
0.0042
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([[(2S)-1-(hydroxyamino)-1-oxopropan-2-yl]amino]methyl)benzoic acid
0.00426
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([[(2R)-1-(hydroxyamino)-1-oxopropan-2-yl]amino]methyl)benzoic acid
0.00654
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens N2,N2-bis(1,3-benzodioxol-5-ylmethyl)-N-hydroxyglycinamide
0.01165
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([[(1R)-2-(hydroxyamino)-2-oxo-1-phenylethyl]amino]methyl)benzoic acid
0.01185
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([[(2R)-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl]amino]methyl)benzoic acid
0.012
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens N2,N2-bis(3-cyanobenzyl)-N-hydroxyglycinamide
0.01215
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([[(1S)-2-(hydroxyamino)-2-oxo-1-phenylethyl]amino]methyl)benzoic acid
0.0128
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens N2,N2-bis(4-chloro-2-fluoro-3-methoxybenzyl)-N-hydroxyglycinamide
0.0131
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3,3'-([[2-(hydroxyamino)-2-oxoethyl]imino]dimethanediyl)dibenzamide
0.0155
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([[(2S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl]amino]methyl)benzoic acid
0.0158
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens 3-([[(2S)-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl]amino]methyl)benzoic acid
0.0182
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens N2,N2-bis(2,4-difluoro-3-methoxybenzyl)-N-hydroxyglycinamide
0.05695
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens N2,N2-bis[3-(difluoromethoxy)benzyl]-N-hydroxyglycinamide
0.09485
-
 40 mM Tris, pH 8.0, 30°C, recombinant enzyme Homo sapiens diethyl 3,3'-([[2-(hydroxyamino)-2-oxoethyl]imino]dimethanediyl)dibenzoate

General Information

General Information Comment Organism
additional information the S1 and S2' subpockets within the active site of meprin beta are formed by arginines Arg184 and Arg146, respectively Homo sapiens