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Literature summary for 3.1.1.23 extracted from

  • Schalk-Hihi, C.; Schubert, C.; Alexander, R.; Bayoumy, S.; Clemente, J.C.; Deckman, I.; DesJarlais, R.L.; Dzordzorme, K.C.; Flores, C.M.; Grasberger, B.; Kranz, J.K.; Lewandowski, F.; Liu, L.; Ma, H.; Maguire, D.; Macielag, M.J.; McDonnell, M.E.; Mezzasalma Haarlander, T.; Miller, R.; Milligan, C.; R, R.e.
    Crystal structure of a soluble form of human monoglyceride lipase in complex with an inhibitor at 1.35 A resolution (2011), Protein Sci., 20, 670-683.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.1.1.23

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli BL21 and Rosetta cells. Expression in the baculovirus expression system produced only insoluble, aggregated protein Homo sapiens

Crystallization (Commentary)

Crystallization (Comment) Organism
in complex with methyl arachidonyl fluorophosphonate, hanging drop vapor diffusion method, using 6-10% (w/v) PEGMME 5000, 100 mM Na-MES pH 6.0, 0.2% (w/v) glucopyranoside, at 22°C Homo sapiens

Protein Variants

Protein Variants Comment Organism
L167Q/L171Q the mutant shows increased catalytic efficiency with 4-methylumbelliferyl butyrate compared to the wild type enzyme Homo sapiens
L167Q/L174Q the mutant shows increased catalytic efficiency with 4-methylumbelliferyl butyrate compared to the wild type enzyme Homo sapiens
L169S/L176S the mutant shows reduced catalytic efficiency with 4-methylumbelliferyl butyrate and increased catalytic efficiency with umbelliferyl arachidonate compared to the wild type enzyme Homo sapiens
L169S/L176S the mutant shows reduced catalytic efficiency with 4-methylumbelliferyl butyrate compared to the wild type enzyme Homo sapiens
L169S/L176S/K160A the mutant shows reduced catalytic efficiency with 4-methylumbelliferyl butyrate compared to the wild type enzyme Homo sapiens
L169S/L176S/K165A the mutant shows reduced catalytic efficiency with 4-methylumbelliferyl butyrate compared to the wild type enzyme Homo sapiens
L169S/L176S/K226A the mutant shows reduced catalytic efficiency with 4-methylumbelliferyl butyrate compared to the wild type enzyme Homo sapiens
L169S/L176S/K36A the mutant shows about wild type catalytic efficiency with 4-methylumbelliferyl butyrate Homo sapiens
L169S/L176S/K36A/K226A the mutant shows reduced catalytic efficiency with 4-methylumbelliferyl butyrate compared to the wild type enzyme Homo sapiens
L171Q the mutant shows about wild type catalytic efficiency with 4-methylumbelliferyl butyrate Homo sapiens
L171Q/L174Q the mutant shows increased catalytic efficiency with 4-methylumbelliferyl butyrate compared to the wild type enzyme Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
methyl arachidonyl fluorophosphonate irreversible active-site inhibitor of monoglyceride lipase Homo sapiens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.084
-
 4-Methylumbelliferyl butyrate mutant enzyme L167Q/L171Q, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.084
-
 4-Methylumbelliferyl butyrate mutant enzyme L167Q/L174Q, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.089
-
 4-Methylumbelliferyl butyrate mutant enzyme L171Q/L174Q, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.09
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K160A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.105
-
 4-Methylumbelliferyl butyrate mutant enzyme L171Q, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.11
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K226A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.123
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K36A/K226A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.124
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K36A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.136
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.137
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K165A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.162
-
 4-Methylumbelliferyl butyrate wild type enzyme, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
membrane
-
 Homo sapiens 16020
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2-arachidonoylglycerol + H2O Homo sapiens
-
 glycerol + arachidonic acid
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens Q99685
-
-

Purification (Commentary)

Purification (Comment) Organism
His-Trap column chromatography and Superdex 200 gel filtration Homo sapiens

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-arachidonoylglycerol + H2O
-
 Homo sapiens glycerol + arachidonic acid
-
 ?
4-methylumbelliferyl butyrate + H2O
-
 Homo sapiens 4-methylumbelliferol + butyrate
-
 ?
umbelliferyl arachidonate + H2O
-
 Homo sapiens umbelliferol + arachidonic acid
-
 ?

Synonyms

Synonyms Comment Organism
MGL
-
 Homo sapiens
monoglyceride lipase
-
 Homo sapiens

Temperature Stability [°C]

Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
58
-
 the midpoint of the melting transition is calculated to be 58°C for wild type enzyme Homo sapiens

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.45
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K165A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.5
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K160A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.5
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K36A/K226A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.63
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K226A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.78
-
 4-Methylumbelliferyl butyrate mutant enzyme L171Q/L174Q, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.8
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.85
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K36A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.85
-
 4-Methylumbelliferyl butyrate mutant enzyme L171Q, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
0.98
-
 4-Methylumbelliferyl butyrate mutant enzyme L167Q/L171Q, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
1.13
-
 4-Methylumbelliferyl butyrate wild type enzyme, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
1.17
-
 4-Methylumbelliferyl butyrate mutant enzyme L167Q/L174Q, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1.5
-
 umbelliferyl arachidonate wild type enzyme, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
1.7
-
 umbelliferyl arachidonate mutant enzyme L169S/L176S, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
3.3
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K165A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
4.2
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K36A/K226A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
5.5
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K160A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
5.8
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
5.8
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K226A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
6.8
-
 4-Methylumbelliferyl butyrate mutant enzyme L169S/L176S/K36A, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
7
-
 4-Methylumbelliferyl butyrate wild type enzyme, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
8
-
 4-Methylumbelliferyl butyrate mutant enzyme L171Q, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
8.7
-
 4-Methylumbelliferyl butyrate mutant enzyme L171Q/L174Q, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
11.8
-
 4-Methylumbelliferyl butyrate mutant enzyme L167Q/L171Q, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens
13.8
-
 4-Methylumbelliferyl butyrate mutant enzyme L167Q/L174Q, in 20 mM PIPES, pH 7.0, and 150 mM NaCl at 37°C Homo sapiens