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Literature summary for 2.6.1.83 extracted from
- Differential response of orthologous L,L-diaminopimelate aminotransferases (DapL) to enzyme inhibitory antibiotic lead compounds (2014), Bioorg. Med. Chem., 22, 523-530.
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| expression in Escheirchia coli | Leptospira interrogans |
| expression in Escheirchia coli | Chlamydomonas reinhardtii |
| expression in Escheirchia coli | Verrucomicrobium spinosum |
Crystallization (Commentary)
| Crystallization (Comment) | Organism |
|---|---|
| modeling of structure based on the structure of the Arabidopsis thaliana enzyme and comparison between strucutre of Arabidopsis thaliana, from Leptospira interrogans, Verrucomicrobium spinosum and Chlamydomonas reinhardtii enzymes | Leptospira interrogans |
| modeling of structure based on the structure of the Arabidopsis thaliana enzyme and comparison between strucutre of Arabidopsis thaliana, from Leptospira interrogans, Verrucomicrobium spinosum and Chlamydomonas reinhardtii enzymes | Chlamydomonas reinhardtii |
| modeling of structure based on the structure of the Arabidopsis thaliana enzyme and comparison between strucutre of Arabidopsis thaliana, from Leptospira interrogans, Verrucomicrobium spinosum and Chlamydomonas reinhardtii enzymes | Verrucomicrobium spinosum |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| (2-[(E)-[1-(4-methylphenyl)-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene]methyl]-1H-indol-1-yl)acetic acid | - |
Chlamydomonas reinhardtii |  |
| (2-[(E)-[1-(4-methylphenyl)-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene]methyl]-1H-indol-1-yl)acetic acid | - |
Leptospira interrogans | |
| (2-[(E)-[1-(4-methylphenyl)-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene]methyl]-1H-indol-1-yl)acetic acid | - |
Verrucomicrobium spinosum | |
| (5Z)-5-[5-(2-chlorobenzyl)-2-hydroxybenzylidene]-3-ethyl-2-thioxo-1,3-thiazolidin-4-one | - |
Chlamydomonas reinhardtii | |
| (5Z)-5-[5-(2-chlorobenzyl)-2-hydroxybenzylidene]-3-ethyl-2-thioxo-1,3-thiazolidin-4-one | - |
Leptospira interrogans | |
| (5Z)-5-[5-(2-chlorobenzyl)-2-hydroxybenzylidene]-3-ethyl-2-thioxo-1,3-thiazolidin-4-one | - |
Verrucomicrobium spinosum | |
| 2-thioxo-5-[(1,2,5-trimethyl-1H-pyrrol-3-yl)methylidene]dihydropyrimidine-4,6(1H,5H)-dione | - |
Chlamydomonas reinhardtii | |
| 2-thioxo-5-[(1,2,5-trimethyl-1H-pyrrol-3-yl)methylidene]dihydropyrimidine-4,6(1H,5H)-dione | - |
Leptospira interrogans | |
| 2-thioxo-5-[(1,2,5-trimethyl-1H-pyrrol-3-yl)methylidene]dihydropyrimidine-4,6(1H,5H)-dione | - |
Verrucomicrobium spinosum | |
| 2-[2-[(E)-(4,6-dioxo-1-phenyl-2-thioxotetrahydropyrimidin-5(2H)-ylidene)methyl]-1H-indol-1-yl]-N-phenylacetamide | - |
Chlamydomonas reinhardtii | |
| 2-[2-[(E)-(4,6-dioxo-1-phenyl-2-thioxotetrahydropyrimidin-5(2H)-ylidene)methyl]-1H-indol-1-yl]-N-phenylacetamide | - |
Leptospira interrogans | |
| additional information | comprehensive inhibition study comparing the kinetic activity of DapL orthologs using small molecule inhibitors and recombinant enzymes from Leptospira interrogans, Verrucomicrobium spinosum and Chlamydomonas reinhardtii. Enzyme active sites are conserved, although the second shell of residues close to the active site are not. The enzymes respond differently to the inhibitors | Chlamydomonas reinhardtii | |
| additional information | comprehensive inhibition study comparing the kinetic activity of DapL orthologs using small molecule inhibitors and recombinant enzymes from Leptospira interrogans, Verrucomicrobium spinosum and Chlamydomonas reinhardtii. Enzyme active sites are conserved, although the second shell of residues close to the active site are not. the enzymes respond differntly to the inhibors | Leptospira interrogans | |
| additional information | comprehensive inhibition study comparing the kinetic activity of DapL orthologs using small molecule inhibitors and recombinant enzymes from Leptospira interrogans, Verrucomicrobium spinosum and Chlamydomonas reinhardtii. Enzyme active sites are conserved, although the second shell of residues close to the active site are not. The enzymes respond differently to the inhibitors. 2-[2-[(E)-(4,6-dioxo-1-phenyl-2-thioxotetrahydropyrimidin-5(2H)-ylidene)methyl]-1H-indol-1-yl]-N-phenylacetamide is not inhibitory with Verrucomicrobium spinosum DapL | Verrucomicrobium spinosum | |
| N-[3-(hydrazinylcarbonyl)naphthalen-2-yl]benzenesulfonamide | - |
Chlamydomonas reinhardtii | |
| N-[3-(hydrazinylcarbonyl)naphthalen-2-yl]benzenesulfonamide | - |
Leptospira interrogans | |
| N-[3-(hydrazinylcarbonyl)naphthalen-2-yl]benzenesulfonamide | - |
Verrucomicrobium spinosum | |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 1.1 | - |
LL-2,6-Diaminoheptanedioate | pH 7.6, temperature not specified in the publication | Leptospira interrogans | |
| 2.7 | - |
LL-2,6-Diaminoheptanedioate | pH 7.6, temperature not specified in the publication | Chlamydomonas reinhardtii | |
| 4 | - |
LL-2,6-Diaminoheptanedioate | pH 7.6, temperature not specified in the publication | Verrucomicrobium spinosum | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Chlamydomonas reinhardtii | A8IW39 | - |
- |
| Leptospira interrogans | Q72NJ3 | - |
- |
| Verrucomicrobium spinosum | WP_009961032 | - |
- |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| LL-2,6-diaminoheptanedioate + 2-oxoglutarate | - |
Leptospira interrogans | (S)-2,3,4,5-tetrahydropyridine-2,6-dicarboxylate + L-glutamate + H2O | - |
? | |
| LL-2,6-diaminoheptanedioate + 2-oxoglutarate | - |
Chlamydomonas reinhardtii | (S)-2,3,4,5-tetrahydropyridine-2,6-dicarboxylate + L-glutamate + H2O | - |
? | |
| LL-2,6-diaminoheptanedioate + 2-oxoglutarate | - |
Verrucomicrobium spinosum | (S)-2,3,4,5-tetrahydropyridine-2,6-dicarboxylate + L-glutamate + H2O | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| DapI | - |
Chlamydomonas reinhardtii |
| DapL | - |
Leptospira interrogans |
| DapL | - |
Verrucomicrobium spinosum |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 1.6 | - |
LL-2,6-Diaminoheptanedioate | pH 7.6, temperature not specified in the publication | Verrucomicrobium spinosum | |
| 5.7 | - |
LL-2,6-Diaminoheptanedioate | pH 7.6, temperature not specified in the publication | Leptospira interrogans | |
| 16.4 | - |
LL-2,6-Diaminoheptanedioate | pH 7.6, temperature not specified in the publication | Chlamydomonas reinhardtii | |
IC50 Value
| IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|
| 0.005 | - |
pH 7.6, temperature not specified in the publication | Chlamydomonas reinhardtii | N-[3-(hydrazinylcarbonyl)naphthalen-2-yl]benzenesulfonamide | |
| 0.0068 | - |
pH 7.6, temperature not specified in the publication | Leptospira interrogans | N-[3-(hydrazinylcarbonyl)naphthalen-2-yl]benzenesulfonamide | |
| 0.025 | - |
pH 7.6, temperature not specified in the publication | Chlamydomonas reinhardtii | 2-thioxo-5-[(1,2,5-trimethyl-1H-pyrrol-3-yl)methylidene]dihydropyrimidine-4,6(1H,5H)-dione | |
| 0.025 | - |
pH 7.6, temperature not specified in the publication | Leptospira interrogans | 2-[2-[(E)-(4,6-dioxo-1-phenyl-2-thioxotetrahydropyrimidin-5(2H)-ylidene)methyl]-1H-indol-1-yl]-N-phenylacetamide | |
| 0.028 | - |
pH 7.6, temperature not specified in the publication | Leptospira interrogans | 2-thioxo-5-[(1,2,5-trimethyl-1H-pyrrol-3-yl)methylidene]dihydropyrimidine-4,6(1H,5H)-dione | |
| 0.033 | - |
pH 7.6, temperature not specified in the publication | Chlamydomonas reinhardtii | 2-[2-[(E)-(4,6-dioxo-1-phenyl-2-thioxotetrahydropyrimidin-5(2H)-ylidene)methyl]-1H-indol-1-yl]-N-phenylacetamide | |
| 0.037 | - |
pH 7.6, temperature not specified in the publication | Chlamydomonas reinhardtii | (2-[(E)-[1-(4-methylphenyl)-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene]methyl]-1H-indol-1-yl)acetic acid | |
| 0.046 | - |
pH 7.6, temperature not specified in the publication | Chlamydomonas reinhardtii | (5Z)-5-[5-(2-chlorobenzyl)-2-hydroxybenzylidene]-3-ethyl-2-thioxo-1,3-thiazolidin-4-one | |
| 0.047 | - |
pH 7.6, temperature not specified in the publication | Verrucomicrobium spinosum | N-[3-(hydrazinylcarbonyl)naphthalen-2-yl]benzenesulfonamide | |
| 0.047 | - |
pH 7.6, temperature not specified in the publication | Verrucomicrobium spinosum | (2-[(E)-[1-(4-methylphenyl)-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene]methyl]-1H-indol-1-yl)acetic acid | |
| 0.048 | - |
pH 7.6, temperature not specified in the publication | Leptospira interrogans | (5Z)-5-[5-(2-chlorobenzyl)-2-hydroxybenzylidene]-3-ethyl-2-thioxo-1,3-thiazolidin-4-one | |
| 0.048 | - |
pH 7.6, temperature not specified in the publication | Leptospira interrogans | (2-[(E)-[1-(4-methylphenyl)-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene]methyl]-1H-indol-1-yl)acetic acid | |
| 0.057 | - |
pH 7.6, temperature not specified in the publication | Verrucomicrobium spinosum | 2-thioxo-5-[(1,2,5-trimethyl-1H-pyrrol-3-yl)methylidene]dihydropyrimidine-4,6(1H,5H)-dione | |
| 0.25 | - |
pH 7.6, temperature not specified in the publication | Verrucomicrobium spinosum | (5Z)-5-[5-(2-chlorobenzyl)-2-hydroxybenzylidene]-3-ethyl-2-thioxo-1,3-thiazolidin-4-one | |
kcat/KM [mM/s]
| kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.4 | - |
LL-2,6-Diaminoheptanedioate | pH 7.6, temperature not specified in the publication | Verrucomicrobium spinosum | |
| 5.2 | - |
LL-2,6-Diaminoheptanedioate | pH 7.6, temperature not specified in the publication | Leptospira interrogans | |
| 6.1 | - |
LL-2,6-Diaminoheptanedioate | pH 7.6, temperature not specified in the publication | Chlamydomonas reinhardtii | |
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