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Literature summary for 1.5.1.B7 extracted from
- Biosynthesis of an opine metallophore by Pseudomonas aeruginosa (2017), Biochemistry, 56, 5967-5971 .
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| gene cntM, recombinant expression of His-tagged enzyme in Escherichia coli strain BL21(DE3) | Pseudomonas aeruginosa |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| additional information | - |
additional information | Michaelis-Menten steady-state kinetics | Pseudomonas aeruginosa |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | Pseudomonas aeruginosa | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | pseudopaline + NADP+ + H2O | - |
? |  |
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | Pseudomonas aeruginosa ATCC 15692 | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | pseudopaline + NADP+ + H2O | - |
? | |
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | Pseudomonas aeruginosa 1C | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | pseudopaline + NADP+ + H2O | - |
? | |
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | Pseudomonas aeruginosa PRS 101 | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | pseudopaline + NADP+ + H2O | - |
? | |
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | Pseudomonas aeruginosa DSM 22644 | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | pseudopaline + NADP+ + H2O | - |
? | |
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | Pseudomonas aeruginosa CIP 104116 | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | pseudopaline + NADP+ + H2O | - |
? | |
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | Pseudomonas aeruginosa LMG 12228 | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | pseudopaline + NADP+ + H2O | - |
? | |
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | Pseudomonas aeruginosa JCM 14847 | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | pseudopaline + NADP+ + H2O | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Pseudomonas aeruginosa | Q9HUX5 | - |
- |
| Pseudomonas aeruginosa 1C | Q9HUX5 | - |
- |
| Pseudomonas aeruginosa ATCC 15692 | Q9HUX5 | - |
- |
| Pseudomonas aeruginosa CIP 104116 | Q9HUX5 | - |
- |
| Pseudomonas aeruginosa DSM 22644 | Q9HUX5 | - |
- |
| Pseudomonas aeruginosa JCM 14847 | Q9HUX5 | - |
- |
| Pseudomonas aeruginosa LMG 12228 | Q9HUX5 | - |
- |
| Pseudomonas aeruginosa PRS 101 | Q9HUX5 | - |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| recombinant His-tagged enzyme PaODH from Escherichia coli strain BL21(DE3) by nickel affinity chromatography, gel filtration, and ultrafiltration, to over 95% purity | Pseudomonas aeruginosa |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa | pseudopaline + NADP+ + H2O | - |
? | |
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa ATCC 15692 | pseudopaline + NADP+ + H2O | - |
? | |
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa 1C | pseudopaline + NADP+ + H2O | - |
? | |
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa PRS 101 | pseudopaline + NADP+ + H2O | - |
? | |
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa DSM 22644 | pseudopaline + NADP+ + H2O | - |
? | |
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa CIP 104116 | pseudopaline + NADP+ + H2O | - |
? | |
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa LMG 12228 | pseudopaline + NADP+ + H2O | - |
? | |
| (2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADPH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa JCM 14847 | pseudopaline + NADP+ + H2O | - |
? | |
| additional information | Pseudomonas aeruginosa ODH shows no catalytic activity in the presence of pyruvate or oxaloacetate (within error of zero), but full activity with 2-oxoglutarate. Coupled assay with enzyme nicotianamine synthase from Pseudomonas aeruginosa (PaNAS) and L-histidine. Substrate specificities, metabolite analysis by NMR, overview | Pseudomonas aeruginosa | ? | - |
- |
|
| additional information | Pseudomonas aeruginosa ODH shows no catalytic activity in the presence of pyruvate or oxaloacetate (within error of zero), but full activity with 2-oxoglutarate. Coupled assay with enzyme nicotianamine synthase from Pseudomonas aeruginosa (PaNAS) and L-histidine. Substrate specificities, metabolite analysis by NMR, overview | Pseudomonas aeruginosa ATCC 15692 | ? | - |
- |
|
| additional information | Pseudomonas aeruginosa ODH shows no catalytic activity in the presence of pyruvate or oxaloacetate (within error of zero), but full activity with 2-oxoglutarate. Coupled assay with enzyme nicotianamine synthase from Pseudomonas aeruginosa (PaNAS) and L-histidine. Substrate specificities, metabolite analysis by NMR, overview | Pseudomonas aeruginosa 1C | ? | - |
- |
|
| additional information | Pseudomonas aeruginosa ODH shows no catalytic activity in the presence of pyruvate or oxaloacetate (within error of zero), but full activity with 2-oxoglutarate. Coupled assay with enzyme nicotianamine synthase from Pseudomonas aeruginosa (PaNAS) and L-histidine. Substrate specificities, metabolite analysis by NMR, overview | Pseudomonas aeruginosa PRS 101 | ? | - |
- |
|
| additional information | Pseudomonas aeruginosa ODH shows no catalytic activity in the presence of pyruvate or oxaloacetate (within error of zero), but full activity with 2-oxoglutarate. Coupled assay with enzyme nicotianamine synthase from Pseudomonas aeruginosa (PaNAS) and L-histidine. Substrate specificities, metabolite analysis by NMR, overview | Pseudomonas aeruginosa DSM 22644 | ? | - |
- |
|
| additional information | Pseudomonas aeruginosa ODH shows no catalytic activity in the presence of pyruvate or oxaloacetate (within error of zero), but full activity with 2-oxoglutarate. Coupled assay with enzyme nicotianamine synthase from Pseudomonas aeruginosa (PaNAS) and L-histidine. Substrate specificities, metabolite analysis by NMR, overview | Pseudomonas aeruginosa CIP 104116 | ? | - |
- |
|
| additional information | Pseudomonas aeruginosa ODH shows no catalytic activity in the presence of pyruvate or oxaloacetate (within error of zero), but full activity with 2-oxoglutarate. Coupled assay with enzyme nicotianamine synthase from Pseudomonas aeruginosa (PaNAS) and L-histidine. Substrate specificities, metabolite analysis by NMR, overview | Pseudomonas aeruginosa LMG 12228 | ? | - |
- |
|
| additional information | Pseudomonas aeruginosa ODH shows no catalytic activity in the presence of pyruvate or oxaloacetate (within error of zero), but full activity with 2-oxoglutarate. Coupled assay with enzyme nicotianamine synthase from Pseudomonas aeruginosa (PaNAS) and L-histidine. Substrate specificities, metabolite analysis by NMR, overview | Pseudomonas aeruginosa JCM 14847 | ? | - |
- |
|
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| cntM | - |
Pseudomonas aeruginosa |
| ODH | - |
Pseudomonas aeruginosa |
| PA4835 | - |
Pseudomonas aeruginosa |
| PaODH | - |
Pseudomonas aeruginosa |
| pseudopaline synthase | UniProt | Pseudomonas aeruginosa |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 22 | - |
assay at | Pseudomonas aeruginosa |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 8 | - |
assay at | Pseudomonas aeruginosa |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| additional information | lower affinity of PaODH for NADH, preferably PaODH binds NADPH | Pseudomonas aeruginosa | |
| NADPH | - |
Pseudomonas aeruginosa | |
General Information
| General Information | Comment | Organism |
|---|---|---|
| metabolism | the NADPH is oxidized to NADP+ by the PaODH in the presence of Pseudomonas aeruginosa nicotianamine synthase (PaNAS), S-adenosyl-L-methionine (SAM) and the correct amino acid and 2-oxo acid substrates. Pyruvate, oxaloacetate, and 2-oxoglutarate are screened with SAM, but no oxidation is observed, suggesting that SAM alone is not sufficient as a substrate for PaNAS. Screening of 42 L- and D-amino acid substrates in combination with pyruvate, oxaloacetate, or 2-oxoglutarate reveals that several amino acids, L-threonine, L-asparagine, and L-hydroxyproline (L-Hyp), show limited turnover, while the combination of L-histidine and 2-oxoglutarate results in significant oxidation of NADPH by PaODH. PaNAS is specific for L-histidine | Pseudomonas aeruginosa |
| physiological function | opine dehydrogenases (ODHs) typically form a secondary amine by condensation of an amino acid with an alpha-keto acid. Pseudomonas aeruginosa encodes the enzymes nicotianamine synthase (NAS) and opine dehydrogenase (ODH), biosynthesizing the nicotianamine-like opine metallophore pseudopaline | Pseudomonas aeruginosa |
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