BRENDA - Enzyme Database
show all sequences of 3.5.1.16

Mono-N-acyl-2,6-diaminopimelic acid derivatives: analysis by electromigration and spectroscopic methods and examination of enzyme inhibitory activity

Hlavacek, J.; Vitovcova, M.; Sazelova, P.; Picha, J.; Vanek, V.; Budesinsky, M.; Jiracek, J.; Gillner, D.M.; Holz, R.C.; Miksik, I.; Kasicka, V.; Anal. Biochem. 467, 4-13 (2014)

Data extracted from this reference:

Inhibitors
Inhibitors
Commentary
Organism
Structure
2-(acetylamino)-6-aminoheptanedioic acid
-
Escherichia coli
2-amino-6-[(4-carboxy-3,3-dimethylbutanoyl)amino]heptanedioic acid
slight inhibition
Escherichia coli
2-amino-6-[(4-carboxy-3-methylbutanoyl)amino]heptanedioic acid
slight inhibition
Escherichia coli
2-amino-6-[(4-carboxybutanoyl)amino]heptanedioic acid
-
Escherichia coli
2-amino-6-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]heptanedioic acid
slight inhibition
Escherichia coli
additional information
mono-N-acyl derivatives of 2,6-diaminopimelic acid as enzyme inhibitors, overview. No inhibition by 2-amino-6-[(2-methylpropanoyl)amino]heptanedioic acid, 2-amino-6-(butanoylamino)heptanedioic acid, 2-amino-6-[(2,2-dimethylpropanoyl)amino]heptanedioic acid, 2-amino-6-(pentanoylamino)heptanedioic acid, 2-amino-6-(benzoylamino)heptanedioic acid, 2-amino-6-[(4-carboxybutanoyl)amino]heptanedioic acid, 2-amino-6-[(4-carboxy-2,2,3,3-tetrafluorobutanoyl)amino]heptanedioic acid, 2-amino-6-[(3-ethoxy-3-oxopropanoyl)amino]heptanedioic acid, and 2-amino-6-[[(2R)-4-methoxy-2-methylpent-4-enoyl]amino]heptanedioic acid
Escherichia coli
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
N2-acetyl-L-ornithine + H2O
Escherichia coli
-
acetate + L-ornithine
-
-
?
Organism
Organism
UniProt
Commentary
Textmining
Escherichia coli
-
gene argE
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
N2-acetyl-L-ornithine + H2O
-
733082
Escherichia coli
acetate + L-ornithine
-
-
-
?
Synonyms
Synonyms
Commentary
Organism
ArgE
-
Escherichia coli
Temperature Optimum [C]
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
25
-
assay at
Escherichia coli
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.5
-
assay at
Escherichia coli
IC50 Value
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.48
-
pH 7.5, 25C
Escherichia coli
2-(acetylamino)-6-aminoheptanedioic acid
1.28
-
pH 7.5, 25C
Escherichia coli
2-amino-6-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]heptanedioic acid
2.11
-
pH 7.5, 25C
Escherichia coli
2-amino-6-[(4-carboxy-3,3-dimethylbutanoyl)amino]heptanedioic acid
2.63
-
pH 7.5, 25C
Escherichia coli
2-amino-6-[(4-carboxybutanoyl)amino]heptanedioic acid
IC50 Value (protein specific)
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.48
-
pH 7.5, 25C
Escherichia coli
2-(acetylamino)-6-aminoheptanedioic acid
1.28
-
pH 7.5, 25C
Escherichia coli
2-amino-6-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]heptanedioic acid
2.11
-
pH 7.5, 25C
Escherichia coli
2-amino-6-[(4-carboxy-3,3-dimethylbutanoyl)amino]heptanedioic acid
2.63
-
pH 7.5, 25C
Escherichia coli
2-amino-6-[(4-carboxybutanoyl)amino]heptanedioic acid
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
2-(acetylamino)-6-aminoheptanedioic acid
-
Escherichia coli
2-amino-6-[(4-carboxy-3,3-dimethylbutanoyl)amino]heptanedioic acid
slight inhibition
Escherichia coli
2-amino-6-[(4-carboxy-3-methylbutanoyl)amino]heptanedioic acid
slight inhibition
Escherichia coli
2-amino-6-[(4-carboxybutanoyl)amino]heptanedioic acid
-
Escherichia coli
2-amino-6-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]heptanedioic acid
slight inhibition
Escherichia coli
additional information
mono-N-acyl derivatives of 2,6-diaminopimelic acid as enzyme inhibitors, overview. No inhibition by 2-amino-6-[(2-methylpropanoyl)amino]heptanedioic acid, 2-amino-6-(butanoylamino)heptanedioic acid, 2-amino-6-[(2,2-dimethylpropanoyl)amino]heptanedioic acid, 2-amino-6-(pentanoylamino)heptanedioic acid, 2-amino-6-(benzoylamino)heptanedioic acid, 2-amino-6-[(4-carboxybutanoyl)amino]heptanedioic acid, 2-amino-6-[(4-carboxy-2,2,3,3-tetrafluorobutanoyl)amino]heptanedioic acid, 2-amino-6-[(3-ethoxy-3-oxopropanoyl)amino]heptanedioic acid, and 2-amino-6-[[(2R)-4-methoxy-2-methylpent-4-enoyl]amino]heptanedioic acid
Escherichia coli
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
N2-acetyl-L-ornithine + H2O
Escherichia coli
-
acetate + L-ornithine
-
-
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
N2-acetyl-L-ornithine + H2O
-
733082
Escherichia coli
acetate + L-ornithine
-
-
-
?
Temperature Optimum [C] (protein specific)
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
25
-
assay at
Escherichia coli
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.5
-
assay at
Escherichia coli
Other publictions for EC 3.5.1.16
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Synonyms
Temperature Optimum [C]
Temperature Range [C]
Temperature Stability [C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [C] (protein specific)
Temperature Range [C] (protein specific)
Temperature Stability [C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
755033
Molesini
The Arabidopsis N-acetylornit ...
Arabidopsis thaliana
Plant Cell Physiol.
58
130-144
2017
-
-
-
-
-
-
-
1
-
-
-
1
-
10
-
-
-
-
-
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2
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3
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1
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1
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1
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-
-
-
-
-
-
-
2
-
-
-
-
1
-
-
-
-
-
1
1
-
1
1
734884
Molesini
Involvement of the putative N- ...
Arabidopsis thaliana, Arabidopsis thaliana Col-0
Plant Cell Physiol.
56
1084-1096
2015
-
-
1
-
1
-
-
-
-
-
-
2
-
12
-
-
-
-
-
9
-
-
2
-
4
-
-
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1
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1
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2
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9
-
-
2
-
-
-
-
-
-
-
-
-
-
2
2
-
-
-
754657
Hernandez
Genetic and biochemical chara ...
Sinorhizobium meliloti
Microbiology
161
1671-1682
2015
-
-
1
-
-
-
1
1
-
2
-
1
-
12
-
-
1
-
-
-
-
-
1
-
3
1
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
-
1
-
2
-
1
-
-
-
1
-
-
-
-
1
-
1
-
-
-
1
-
-
-
-
1
1
-
-
-
733082
Hlavacek
Mono-N-acyl-2,6-diaminopimelic ...
Escherichia coli
Anal. Biochem.
467
4-13
2014
-
-
-
-
-
-
6
-
-
-
-
1
-
1
-
-
-
-
-
-
-
-
1
-
1
1
-
-
-
1
-
-
-
-
-
4
-
-
-
-
-
-
-
4
6
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
735279
McGregor
Identification of a histidine ...
Escherichia coli
SpringerPlus
2
482
2013
-
-
1
-
4
-
-
-
-
2
-
-
-
5
-
-
-
-
1
-
-
-
-
-
2
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
4
-
-
-
-
-
-
2
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
1
-
-
-
-
1
1
-
-
-
720166
Tao
Structural characterization of ...
Escherichia coli
J. Inorg. Biochem.
111
157-163
2012
-
-
-
-
-
-
-
2
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1
-
-
6
-
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1
-
-
-
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1
1
1
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-
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2
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2
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1
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1
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-
-
1
1
-
-
-
2
-
-
-
-
-
-
-
-
-
-
710829
Hlavacek
Inhibitors of N(alpha)-acetyl- ...
Bacillus subtilis, Bacillus subtilis 168
Amino Acids
38
1155-1164
2010
-
-
-
-
-
-
19
-
-
-
-
-
-
98
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
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-
-
18
-
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-
18
19
-
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
687815
McGregor
Characterization of the cataly ...
Escherichia coli
J. Biol. Inorg. Chem.
12
603-613
2007
-
-
-
-
-
-
1
2
-
1
1
-
-
8
-
-
1
-
-
-
-
-
1
-
2
-
-
1
3
-
-
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-
1
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1
1
2
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1
1
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1
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-
1
-
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-
1
3
-
-
-
-
-
-
-
-
-
-
669046
McGregor
argE-encoded N-acetyl-L-ornith ...
Escherichia coli, Escherichia coli BL21 (DE3)
J. Am. Chem. Soc.
127
14100-14107
2005
-
1
-
-
-
-
-
2
-
3
3
-
-
15
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1
-
-
-
1
-
2
2
2
-
1
1
2
-
-
-
-
-
-
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-
1
-
-
-
-
-
-
-
-
2
-
3
3
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-
-
-
1
-
-
1
-
2
2
-
1
1
2
-
-
-
-
-
-
-
-
-
-
171963
Xu
Evolution of arginine biosynth ...
Escherichia coli, Moritella profunda, Moritella abyssi, Escherichia coli 160-37, Escherichia coli ATCC 9637
J. Bacteriol.
182
1609-1615
2000
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-
2
-
-
-
-
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-
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5
-
32
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9
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4
2
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2
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5
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9
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2
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-
-
171964
Javid-Majd
Mechanistic analysis of the ar ...
Escherichia coli, Escherichia coli 160-37, Escherichia coli ATCC 9637
Biochemistry
39
1285-1293
2000
1
-
1
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-
-
5
15
-
4
3
1
-
16
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1
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23
-
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1
1
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1
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1
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5
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15
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4
3
1
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1
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-
23
-
-
-
-
-
1
1
-
-
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-
-
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-
171961
Boyen
Acetylornithine deacetylase, s ...
Escherichia coli
Gene
116
1-6
1992
-
-
1
-
-
-
-
-
-
2
3
1
-
8
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1
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3
1
1
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1
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2
3
1
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1
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3
1
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-
-
171962
Meinnel
Structural and biochemical cha ...
Escherichia coli, Saccharomyces sp., Escherichia coli 160-37, Escherichia coli ATCC 9637
J. Bacteriol.
174
2323-2331
1992
-
-
1
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1
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5
4
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21
-
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1
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1
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15
1
1
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1
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1
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5
4
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1
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1
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15
1
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-
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-
-
-
-
725629
Van de Casteele
-
Pathways of arginine biosynthe ...
Saccharolobus solfataricus, Saccharolobus solfataricus P1
J. Gen. Microbiol.
136
1177-1183
1990
-
-
-
-
-
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10
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2
-
2
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1
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1
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1
1
1
1
-
-
171960
Vogel
Acetylornithinase of Escherich ...
Aerobacter sp., Escherichia coli, Erwinia sp., Klebsiella sp., Proteus sp., Salmonella sp., Serratia sp., Shigella sp., Escherichia coli B / ATCC 11303, Escherichia coli 160-37, Escherichia coli ATCC 9637
J. Biol. Chem.
218
97-106
1956
1
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-
-
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-
5
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2
-
11
-
199
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1
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1
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33
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1
1
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1
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5
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2
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11
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1
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1
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33
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1
1
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