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Literature summary extracted from

  • Hlavacek, J.; Vitovcova, M.; Sazelova, P.; Picha, J.; Vanek, V.; Budesinsky, M.; Jiracek, J.; Gillner, D.M.; Holz, R.C.; Miksik, I.; Kasicka, V.
    Mono-N-acyl-2,6-diaminopimelic acid derivatives: analysis by electromigration and spectroscopic methods and examination of enzyme inhibitory activity (2014), Anal. Biochem., 467, 4-13.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.5.1.16 2-(acetylamino)-6-aminoheptanedioic acid
-
Escherichia coli
3.5.1.16 2-amino-6-[(4-carboxy-3,3-dimethylbutanoyl)amino]heptanedioic acid slight inhibition Escherichia coli
3.5.1.16 2-amino-6-[(4-carboxy-3-methylbutanoyl)amino]heptanedioic acid slight inhibition Escherichia coli
3.5.1.16 2-amino-6-[(4-carboxybutanoyl)amino]heptanedioic acid
-
Escherichia coli
3.5.1.16 2-amino-6-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]heptanedioic acid slight inhibition Escherichia coli
3.5.1.16 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
3.5.1.18 2-amino-6-[(2-methylpropanoyl)amino]heptanedioic acid slight inhibition Haemophilus influenzae
3.5.1.18 additional information mono-N-acyl derivatives of 2,6-diaminopimelic acid are no effective N-succinyl-L,L-diaminopimelic acid desuccinylase inhibitors, overview. No inhibition by 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-3-methylbutanoyl)amino]heptanedioic acid, 2-amino-6-[(4-carboxy-3,3-dimethylbutanoyl)amino]heptanedioic acid, 2-amino-6-[(4-carboxy-2,2,3,3-tetrafluorobutanoyl)amino]heptanedioic acid, 2-amino-6-[[(2E)-4-methoxy-4-oxobut-2-enoyl]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 Haemophilus influenzae

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3.5.1.16 N2-acetyl-L-ornithine + H2O Escherichia coli
-
acetate + L-ornithine
-
?
3.5.1.18 N-succinyl-LL-2,6-diaminoheptanedioate + H2O Haemophilus influenzae
-
succinate + LL-2,6-diaminoheptanedioate
-
?

Organism

EC Number Organism UniProt Comment Textmining
3.5.1.16 Escherichia coli
-
gene argE
-
3.5.1.18 Haemophilus influenzae
-
gene dapE
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.5.1.16 N2-acetyl-L-ornithine + H2O
-
Escherichia coli acetate + L-ornithine
-
?
3.5.1.18 N-succinyl-LL-2,6-diaminoheptanedioate + H2O
-
Haemophilus influenzae succinate + LL-2,6-diaminoheptanedioate
-
?

Synonyms

EC Number Synonyms Comment Organism
3.5.1.16 ArgE
-
Escherichia coli
3.5.1.18 DapE
-
Haemophilus influenzae

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
3.5.1.16 25
-
assay at Escherichia coli
3.5.1.18 25
-
assay at Haemophilus influenzae

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.5.1.16 7.5
-
assay at Escherichia coli
3.5.1.18 7.5
-
assay at Haemophilus influenzae

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.5.1.16 0.48
-
pH 7.5, 25°C Escherichia coli 2-(acetylamino)-6-aminoheptanedioic acid
3.5.1.16 1.28
-
pH 7.5, 25°C Escherichia coli 2-amino-6-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]heptanedioic acid
3.5.1.16 2.11
-
pH 7.5, 25°C Escherichia coli 2-amino-6-[(4-carboxy-3,3-dimethylbutanoyl)amino]heptanedioic acid
3.5.1.16 2.63
-
pH 7.5, 25°C Escherichia coli 2-amino-6-[(4-carboxybutanoyl)amino]heptanedioic acid
3.5.1.18 17
-
pH 7.5, 25°C Haemophilus influenzae 2-amino-6-[(2-methylpropanoyl)amino]heptanedioic acid