Ligand leupeptin

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Basic Ligand Information

Molecular Structure
Picture of leupeptin (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C20H38N6O4
leupeptin
GDBQQVLCIARPGH-ULQDDVLXSA-N
Synonyms:
1H-pyrazol-4-yl [(5-[(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl]-1,2,4-oxadiazol-3-yl)methyl]amidosulfite, N-acetyl-Leu-Leu-arginal

Roles as Enzyme Ligand

Activator in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
0.2 mM, 8% activation
-
20% increase of activity at 0.1 mM
-
activates
-
1 microM, 116% activity
-
1 mM, 1.7fold activation
-
0.05 mg/ml, activation to 125% of the original activity, peptidyl-glutamyl-peptide-hydrolyzing activity, hydrolysis of benzyloxycarbonyl-LLE-2-naphthylamide
-

Inhibitor in Enzyme-catalyzed Reactions (214 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
serine and thiol protease inhibitor, 0.001 mM, 72% inhibition of purified sialyltransferase-1, no inhibition of sialyltransferase-1 activity in microsomes
-
inhibits the hydrolysis and leads to accumulation of lipid cysteine thioesters in the lysosomes of treated cells but has no direct inhibitory effect on the enzyme
-
about 90% residual activity at 1 mM
-
inhibits the native enzyme
-
0.01 mg/ml, 12% inhibition
-
the recombinant enzyme shows 32.7% relative activity in the presence of 0.01 mM leupeptin on hydrolysis of L-Leu-7-amido-4-methylcoumarin
-
24% inhibition at 0.1 mM
-
0.01 mg/ml, 51% inhibition
-
0.1 mM, 53% inhibition
-
0.04 mM, relative activity: 68%
-
slight inhibition at 1 mM
-
0.001 mg/ml, 17% inhibition
-
0.1 mg/ml, 18% inhibition
-
13% inhibition within the range 0.001 nM to 0.01 nM
-
1 mM, 24% inhibition, isoenzyme MpiCP-1; 1 mM, 60% inhibition, isoenzyme MpiCP-2
-
0.1 mM, proPoCtX: 99.1% inhibition, native PoCtX: 95.6% inhibition
-
0.05 mM, 55% inhibition
-
competitive
-
inhibits the enzymatic activity by 20%
-
68% inhibition of AP30 at 0.05 mM
-
inhibits the ability of plasmin to potentiate lipopolysaccharide signalling
-
94% loss of activtity
-
at high concentrations
-
94% inhibition at 1 mM
-
complete inhibition at 0.1 mM
-
IC50: 0.002 mM
-
blocks the ability of PLP1 to cleave p28 in vitro but not in vivo due to permeability and toxicity issues
-
reversible inhibition
-
complete inhibition of AFTEII at 1 mM
-
91.9 residual activity at 0.01 mM
-
strong inhibitor
-
weak
-
0.03 mM, 8.5% inhibition
-
peptide inhibitor
-
5 mM, complete inhibition
-
NG,NG-dimethyl-L-arginine release from freeze-thaw whole blood 55% inhibited
-
weak inhibition
-

Enzyme Kinetic Parameters

Ki Value (18 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.000035
-
pH 6.0, 37°C
0.000031
-
in 10 mM Tris, 20 mM CaCl2, pH 7.4, at 37°C
0.0017
-
at 25°C in 0.2 M NaCl, 0.1 M Tris-HCl (pH 8.0), and 9% (w/v) Me2SO
0.000015
0.000017
-
0.005
-
-
0.00092
-
room temperature, pH 7.5, with succinyl-Met-Leu-methylcoumarin as substrate
0.0000075
-
26°C, pH 6.0

IC50 Value (8 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.8
-
IC50: 0.8 mM, inhibits hydrolysis of Gly-Pro-4-nitroanilide
0.0002
-
IC50: 0.0002 mM
0.002
-
IC50: 0.002 mM
0.000088
-
-
0.1
-
IC50: 0.0015 mM, inhibition of hydrolysis of Gly-Gly-Arg-7-amido-4-methylcoumarin, most potent inhibitor for hydrolysis of Gly-Gly-Arg-7-amido-4-methylcoumarin. IC50: 0.1 mM, inhibition of hydrolysis of succinyl-Leu-Leu-Val-Tyr-7-amido-4-methylcoumarin
0.48
-
pH 7.5, 37°C, recombinant His-tagged enzyme

References & Links

Links to other databases for leupeptin

ChEBI
PubChem
ChEBI
PubChem