Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 3.4.24.56 extracted from

  • Charton, J.; Gauriot, M.; Totobenazara, J.; Hennuyer, N.; Dumont, J.; Bosc, D.; Marechal, X.; Elbakali, J.; Herledan, A.; Wen, X.; Ronco, C.; Gras-Masse, H.; Heninot, A.; Pottiez, V.; Landry, V.; Staels, B.; Liang, W.; Leroux, F.; Tang, W.; Deprez, B.; De
    Structure-activity relationships of imidazole-derived 2-[N -carbamoylmethyl-alkylamino]acetic acids, dual binders of human insulin-degrading enzyme (2014), Eur. J. Med. Chem., 90, 547-567.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.4.24.56

Cloned(Commentary)

Cloned (Comment) Organism
-
 Homo sapiens

Crystallization (Commentary)

Crystallization (Comment) Organism
mutant E111Q, in complex with inhibitors, hanging drop vapor-diffusion method, using 10-13% (w/v) PEG MME 5000, 100 mM HEPES pH 7.0, 4-14% (w/v) tacsimate, 10% (v/v) dioxane Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
((((S)-1-benzylcarbamoyl-2-(1H-imidazol-4-yl)-ethylcarbamoyl)-methyl)-(3-phenyl-propyl)-amino)-acetic acid
-
 Homo sapiens
((((S)-2-(1H-imidazol-4-yl)-1-(3-methyl-(1,2,4)oxadiazol-5-yl)-ethylcarbamoyl)-methyl)-(3-phenyl-propyl)-amino)-acetic acid
-
 Homo sapiens
((((S)-2-(1H-imidazol-4-yl)-1-(3-methyl-(1,2,4)oxadiazol-5-yl)-ethylcarbamoyl)-methyl)-(3-phenyl-propyl)-amino)-acetic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
((((S)-2-(1H-imidazol-4-yl)-1-methylcarbamoylethylcarbamoyl)-methyl)-(3-phenyl-propyl)-amino)-acetic acid BDM43079 Homo sapiens
((((S)-2-(1H-imidazol-4-yl)-1-methylcarbamoylethylcarbamoyl)-methyl)-(3-phenyl-propyl)-amino)-acetic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
((((S)-2-hydroxy-1-(1H-imidazol-4-ylmethyl)-ethylcarbamoyl)-methyl)-(3-phenyl-propyl)-amino)-acetic acid
-
 Homo sapiens
(benzyl-(((S)-1-benzylcarbamoyl-2-(1H-imidazol-4-yl)-ethylcarbamoyl)-methyl)-amino)-acetic acid
-
 Homo sapiens
(benzyl-(((S)-1-carbamoyl-2-(1H-imidazol-4-yl)-ethylcarbamoyl)-methyl)-amino)-acetic acid
-
 Homo sapiens
(benzyl-(((S)-1-dimethylcarbamoyl-2-(1H-imidazol-4-yl)-ethylcarbamoyl)-methyl)-amino)-acetic acid
-
 Homo sapiens
(benzyl-(((S)-2-(1H-imidazol-4-yl)-1-methylcarbamoylethylcarbamoyl)-methyl)-amino)-acetic acid
-
 Homo sapiens
(benzyl-(((S)-2-hydroxy-1-(1H-imidazol-4-ylmethyl)-ethylcarbamoyl)-methyl)-amino)-acetic acid
-
 Homo sapiens
(benzyl-((2-(1H-imidazol-4-yl)-ethylcarbamoyl)-methyl)-amino)-acetic acid less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-((4-tert-butyl-benzyl)-carboxymethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(benzoyl-carboxymethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-(benzyl-(1H-tetrazol-5-ylmethyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-N-methyl-propionamide less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-(benzyl-(2-carboxy-ethyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-(benzyl-(2-hydroxy-3,4-dioxo-cyclobut-1-enyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(benzyl-carbamoylmethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-(benzyl-carboxymethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-(benzyl-carboxymethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid isopropyl ester
-
 Homo sapiens
(S)-2-(2-(benzyl-carboxymethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(benzyl-carboxymethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid tert-butyl ester
-
 Homo sapiens
(S)-2-(2-(benzyl-carboxymethyl-amino)-acetylamino)-3-(1H-indol-3-yl)-propionic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-(benzyl-carboxymethyl-amino)-acetylamino)-3-(3H-imidazol-4-yl)-propionic acid isobutyl ester
-
 Homo sapiens
(S)-2-(2-(benzyl-carboxymethyl-amino)-acetylamino)-3-phenyl-propionic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-(benzyl-carboxymethyl-amino)-acetylamino)-5-guanidino-pentanoic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(benzyl-hydroxycarbamoylmethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(benzyl-methoxycarbonylmethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-(benzyloxycarbonyl-carboxymethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-(carboxymethyl-(1-methyl-3-phenyl-propyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(carboxymethyl-(2-(1H-indol-3-yl)-ethyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(carboxymethyl-(3-phenyl-propionyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-(carboxymethyl-(3-phenyl-propyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(carboxymethyl-(3-phenyl-propyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid tert-butyl ester
-
 Homo sapiens
(S)-2-(2-(carboxymethyl-(4-fluoro-benzyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(carboxymethyl-(4-methyl-benzyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(carboxymethyl-(4-phenyl-butyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(carboxymethyl-(4-trifluoromethyl-benzyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(carboxymethyl-(n-hexyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(carboxymethyl-amino)-acetylamino)-3-(1Himidazol-4-yl)-propionic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-(carboxymethyl-methyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-(carboxymethyl-naphthalen-2-ylmethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(carboxymethyl-phenethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-(carboxymethyl-phenyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-(carboxymethyl-phenylacetyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
(S)-2-(2-(carboxymethyl-pyridin-4-ylmethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
-
 Homo sapiens
(S)-2-(2-benzylamino-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester less than 10% inhibition at 0.1 mM Homo sapiens
3-(((S)-1-methoxy-1-oxo-3-imidazol-2-yl)carbamoyl)-1,2,3,4-tetrahydroisoquinoline-2-ethanoic acid
-
 Homo sapiens
3-benzyl-4-((S)-2-(1H-imidazol-4-yl)-1-methylcarbamoylethylcarbamoyl)-butyric acid less than 10% inhibition at 0.1 mM Homo sapiens

Metals/Ions

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

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
amyloid alpha-peptide + H2O Homo sapiens
-
 ?
-
 ?
insulin + H2O Homo sapiens
-
 ?
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens P14735
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Homo sapiens

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
amyloid alpha-peptide + H2O
-
 Homo sapiens ?
-
 ?
ATTO 655-Cys-Lys-Leu-Val-Phe-Phe-Ala-Glu-Asp-Trp + H2O
-
 Homo sapiens ?
-
 ?
insulin + H2O
-
 Homo sapiens ?
-
 ?

Synonyms

Synonyms Comment Organism
IDE
-
 Homo sapiens
Insulin-degrading enzyme
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0001
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens ((((S)-2-(1H-imidazol-4-yl)-1-methylcarbamoylethylcarbamoyl)-methyl)-(3-phenyl-propyl)-amino)-acetic acid
0.0003
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(benzyl-carboxymethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid isopropyl ester
0.0004
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(carboxymethyl-(n-hexyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.0004
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(carboxymethyl-(3-phenyl-propyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid tert-butyl ester
0.0004
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens ((((S)-1-benzylcarbamoyl-2-(1H-imidazol-4-yl)-ethylcarbamoyl)-methyl)-(3-phenyl-propyl)-amino)-acetic acid
0.0005
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens ((((S)-2-(1H-imidazol-4-yl)-1-(3-methyl-(1,2,4)oxadiazol-5-yl)-ethylcarbamoyl)-methyl)-(3-phenyl-propyl)-amino)-acetic acid
0.0006
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(carboxymethyl-(4-phenyl-butyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.0006
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(carboxymethyl-(1-methyl-3-phenyl-propyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.0006
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(benzyl-carboxymethyl-amino)-acetylamino)-3-(3H-imidazol-4-yl)-propionic acid isobutyl ester
0.0006
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (benzyl-(((S)-2-(1H-imidazol-4-yl)-1-methylcarbamoylethylcarbamoyl)-methyl)-amino)-acetic acid
0.0008
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(benzyl-carboxymethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid tert-butyl ester
0.001
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(carboxymethyl-(3-phenyl-propyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.0012
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(carboxymethyl-naphthalen-2-ylmethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.0012
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(carboxymethyl-(2-(1H-indol-3-yl)-ethyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.0014
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(carboxymethyl-phenethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.0014
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (benzyl-(((S)-1-carbamoyl-2-(1H-imidazol-4-yl)-ethylcarbamoyl)-methyl)-amino)-acetic acid
0.0014
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (benzyl-(((S)-1-benzylcarbamoyl-2-(1H-imidazol-4-yl)-ethylcarbamoyl)-methyl)-amino)-acetic acid
0.0016
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens ((((S)-2-hydroxy-1-(1H-imidazol-4-ylmethyl)-ethylcarbamoyl)-methyl)-(3-phenyl-propyl)-amino)-acetic acid
0.0017
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(carboxymethyl-(4-methyl-benzyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.002
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(carboxymethyl-(4-trifluoromethyl-benzyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.0025
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(carboxymethyl-(4-fluoro-benzyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.0029
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(benzyl-carboxymethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.0029
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-((4-tert-butyl-benzyl)-carboxymethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.0032
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(benzyl-hydroxycarbamoylmethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.0036
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens 3-(((S)-1-methoxy-1-oxo-3-imidazol-2-yl)carbamoyl)-1,2,3,4-tetrahydroisoquinoline-2-ethanoic acid
0.0041
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (benzyl-(((S)-2-hydroxy-1-(1H-imidazol-4-ylmethyl)-ethylcarbamoyl)-methyl)-amino)-acetic acid
0.0063
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(carboxymethyl-pyridin-4-ylmethyl-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.0069
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (benzyl-(((S)-1-dimethylcarbamoyl-2-(1H-imidazol-4-yl)-ethylcarbamoyl)-methyl)-amino)-acetic acid
0.0125
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(benzyl-(2-hydroxy-3,4-dioxo-cyclobut-1-enyl)-amino)-acetylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester
0.0363
-
 in HEPES 50 mM, NaCl 100 mM, pH 7.4, at 37°C Homo sapiens (S)-2-(2-(benzyl-carboxymethyl-amino)-acetylamino)-5-guanidino-pentanoic acid methyl ester