Ligand benzoyl-L-arginine-p-nitroanilide

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Basic Ligand Information

Molecular Structure
Picture of benzoyl-L-arginine-p-nitroanilide (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C19H22N6O4
benzoyl-L-arginine-p-nitroanilide
RKDYKIHMFYAPMZ-INIZCTEOSA-N
Synonyms:
alpha-N-benzoyl-L-arginine 4-nitroanilide, benzoyl-L-Arg-4-nitroanilide, benzoyl-L-Arg-p-nitroanilide, benzoyl-L-arginine-4-nitroanilide, benzoyl-L-arginine 4-nitroanilide, benzoyl-L-arginine p-nitroanilide, Bz-Arg-p-nitroanilide, Bz-L-Arg-4-nitroanilide, N-alpha-benzoyl-arginine p-nitroanilide, N-alpha-benzoyl-L-Arg-4-nitroanilide, N-alpha-benzoyl-L-Arg-p-nitroanilide, N-alpha-benzoyl-L-Arg 4-nitroanilide, N-alpha-benzoyl-L-arginine-4-nitroanilide, N-alpha-benzoyl-L-arginine-p-nitroanilide, N-alpha-benzoyl-L-arginine 4-nitroanilide, N-alpha-benzoyl-L-Arg p-nitroanilide, N-benzoyl-L-Arg-4-nitroanilide, N-benzoyl-L-arginine-4-nitroanilide, N-benzoyl-L-arginine-p-nitroanilide, N-benzoyl-L-arginine 4-nitroanilide, N-benzoyl-L-arginine p-nitroanilide, Nalpha-benzoyl-L-Arg-4-nitroanilide, Nalpha-benzoyl-L-Arg-4-nitroaniline, Nalpha-benzoyl-L-Arg 4-nitroanilide, Nalpha-benzoyl-L-arginine-4-nitroanilide, Nalpha-benzoyl-L-arginine-p-nitroanilide, Nalpha-benzoyl-L-arginine 4-nitroanilide, Nalpha-benzoyl-L-arginine p-nitroanilide, Nalpha-benzoyl-L-Arg p-nitroanilide

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (44 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
N-benzoyl-L-arginine-p-nitroanilide + H2O = N-benzoyl-L-arginine + p-nitroaniline
-
show the reaction diagram
benzoyl-L-Arg-p-nitroanilide + H2O = benzoyl-L-Arg + p-nitroaniline
-
show the reaction diagram
Nalpha-benzoyl-L-Arg 4-nitroanilide + H2O = ?
-
show the reaction diagram
Nalpha-benzoyl-L-Arg 4-nitroanilide + H2O = Nalpha-benzoyl-L-Arg + 4-nitroaniline
-
show the reaction diagram
Nalpha-benzoyl-L-Arg-4-nitroanilide + H2O = Nalpha-benzoyl-L-Arg + 4-nitroaniline
-
show the reaction diagram
N-alpha-benzoyl-L-arginine-p-nitroanilide + H2O = N-alpha-benzoyl-L-arginine + p-nitroaniline
-
show the reaction diagram
benzoyl-L-arginine p-nitroanilide + H2O = benzoyl-L-arginine + 4-nitroaniline
-
show the reaction diagram
benzoyl-L-Arg-p-nitroanilide + H2O = benzoyl-L-Arg + p-nitroaniline
-
show the reaction diagram
Nalpha-benzoyl-L-Arg p-nitroanilide + H2O = Nalpha-benzoyl-L-Arg + 4-nitroaniline
-
show the reaction diagram
N-alpha-benzoyl-L-Arg-4-nitroanilide + H2O = N-alpha-benzoyl-L-Arg + 4-nitroaniline
-
show the reaction diagram
benzoyl-L-arginine 4-nitroanilide + H2O = benzoyl-L-arginine + 4-nitroaniline
-
show the reaction diagram
Nalpha-benzoyl-L-arginine-4-nitroanilide + H2O = ?
-
show the reaction diagram
benzoyl-L-Arg-4-nitroanilide + H2O = ?
-
show the reaction diagram
benzoyl-L-Arg-p-nitroanilide + H2O = benzoyl-L-Arg + 4-nitroaniline
-
show the reaction diagram
N-alpha-benzoyl-arginine p-nitroanilide + H2O = N-alpha-benzoyl-Arg + 4-nitroaniline
-
show the reaction diagram
benzoyl-L-Arg-p-nitroanilide + H2O = benzoyl-citrulline-p-nitroanilide + NH3
-

Inhibitor in Enzyme-catalyzed Reactions (1 result)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
reversible and competitive inhibition
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (46 results)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
isozyme ST-1, at 15°C
3
6
isozyme ST-3, at 5°C
0.64
-
isozyme ST-3, at 35°C
3.86
-
isozyme ST-3, at 25°C
2
-
isozyme ST-3, at 15°C
1.27
-
isozyme ST-2, at 5°C
0.83
-
isozyme ST-2, at 35°C
6.74
-
isozyme ST-2, at 25°C
5.54
-
isozyme ST-2, at 15°C
2.72
-
isozyme ST-1, at 5°C
1.06
-
isozyme ST-1, at 35°C
7.7
-
isozyme ST-1, at 25°C
isozyme ST-1, at 15°C
2.74
-
in 67 mM sodium phosphate buffer, pH 7.6, at 25°C
6.1
-
isozyme TLE I, at 37°C, pH 8.0
0.84
-
pH 8.0, 25°C
2.12
-
recombinant enzyme, in 100 mM Tris-HCl, pH 8.0 at 25°C
at 5°C
0.3
-
at 35°C
2.43
-
at 25°C
0.94
-
at 15°C
0.76
-
isozyme TLE II, at 37°C, pH 8.0
0.98
-
-
2.1
-
pH 7.6, 20°C, isoform S2
pH 7.6, 20°C, isoform S1
8.9
-
pH 7.6, 20°C, isoform L2
pH 7.6, 20°C, isoform L1
with Na+ or Cs+ as activating cation
0.32
-
mutant W60A
0.0018
-
mutant V88K
0.0006
-
mutant V88D
0.0004
-
mutant Q77A
0.008
-
mutant L73A
0.0089
-
mutant G81A
0.0018
-
mutant G68A
0.0058
-
deltaNS2B-NS3pro
0.015
-
chimeric proteases with the NS2B cofactor from Langat virus replacing the Alkhurma virus sequence
0.0051
-
cleavage by activated MASP-1 ent
4.3
-
commercial enzyme preparation, in 50 mM Tris-HCl, 5 mM dithiothreitol, and 5 mM CaCl2, at pH 7.5 and 25°C
38.8
-
purified recombinant enzyme, in 50 mM Tris-HCl, 5 mM dithiothreitol, and 5 mM CaCl2, at pH 7.5 and 25°C
69.5
-
-
109.3
-

KM Value (51 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
-
1.1
-
isozyme TLE I, at 37°C, pH 8.0
0.09
-
isozyme ST-3, at 5°C
0.02
-
isozyme ST-3, at 35°C
0.04
-
isozyme ST-3, at 25°C
0.02
-
isozyme ST-3, at 15°C
0.02
-
isozyme ST-2, at 5°C
0.02
-
isozyme ST-2, at 35°C
0.05
-
isozyme ST-2, at 25°C
0.04
-
isozyme ST-2, at 15°C
0.03
-
isozyme ST-1, at 5°C
0.02
-
isozyme ST-1, at 35°C
0.07
-
isozyme ST-1, at 25°C
0.03
-
isozyme ST-1, at 15°C
0.03
-
in 67 mM sodium phosphate buffer, pH 7.6, at 25°C
0.88
-
isozyme TLE II, at 37°C, pH 8.0
0.06
-
pH 8.0, 25°C
0.051
-
pH 8.3, 25°C, native bovine trypsin
3.2
-
pH 8.3, 25°C, recombinant enzyme from Zea may
2.7
-
at 5°C
0.2
-
at 35°C
0.44
-
at 25°C
0.26
-
at 15°C
0.27
-
recombinant enzyme, in 100 mM Tris-HCl, pH 8.0 at 25°C
beta-thrombin
0.84
-
alpha-thrombin
0.143
-
-
0.47
-
pH 7.6, 20°C, isoform S2
2.36
-
pH 7.6, 20°C, isoform S1
4.8
5
pH 7.6, 20°C, isoform L2
1.19
-
pH 7.6, 20°C, isoform L1
0.3
-
with Na+ as activating cation
0.9
-
with Cs+ as activating cation
0.43
-
mutant W60A
0.4
-
deltaNS2B-NS3pro
0.6
-
mutant G68A
0.3
-
chimeric proteases with the NS2B cofactor from Langat virus replacing the Alkhurma virus sequence
2.6
-
mutant G81A
0.3
-
mutant L73A
1.7
-
mutant Q77A
15.9
-
mutant V88D
0.4
-
mutant V88K
2.2
-
cleavage by activated MASP-1 ent
8.9
-
pH 7.1
1.8
-
pH 9.5
11.2
-
-
1.8
-
pH 4.2
2.6
-
commercial enzyme preparation, in 50 mM Tris-HCl, 5 mM dithiothreitol, and 5 mM CaCl2, at pH 7.5 and 25°C
0.34
-
purified recombinant enzyme, in 50 mM Tris-HCl, 5 mM dithiothreitol, and 5 mM CaCl2, at pH 7.5 and 25°C
0.3
-
-
0.852
-

References & Links

Links to other databases for benzoyl-L-arginine-p-nitroanilide

ChEBI
PubChem
-
PubChem