Crystallization (Comment) | Organism |
---|---|
purified recombinant wild-type PaODH complexed with NADP+, X-ray diffraction structure determination and analysis, single wavelength anomalous dispersion, at 1.95 A resolution, molecular replacement and modelling | Pseudomonas aeruginosa |
KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
additional information | - |
additional information | steady-state kinetic analysis, overview | Pseudomonas aeruginosa | |
14 | - |
2-oxoglutarate | recombinant enzyme, with NADPH and L-histidine nicotianamine, pH 8.0, 22°C | Pseudomonas aeruginosa | |
61 | - |
2-oxoglutarate | recombinant enzyme, with NADH and L-histidine nicotianamine, pH 8.0, 22°C | Pseudomonas aeruginosa |
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 + 2-oxoglutarate + NADPH + H+ | Pseudomonas aeruginosa | - |
pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | Pseudomonas aeruginosa ATCC 15692 | - |
pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | Pseudomonas aeruginosa 1C | - |
pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | Pseudomonas aeruginosa PRS 101 | - |
pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | Pseudomonas aeruginosa DSM 22644 | - |
pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | Pseudomonas aeruginosa CIP 104116 | - |
pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | Pseudomonas aeruginosa LMG 12228 | - |
pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | Pseudomonas aeruginosa JCM 14847 | - |
pseudopaline + NADP+ + H2O | - |
? |
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 | - |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | - |
Pseudomonas aeruginosa | pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | - |
Pseudomonas aeruginosa ATCC 15692 | pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | - |
Pseudomonas aeruginosa 1C | pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | - |
Pseudomonas aeruginosa PRS 101 | pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | - |
Pseudomonas aeruginosa DSM 22644 | pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | - |
Pseudomonas aeruginosa CIP 104116 | pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | - |
Pseudomonas aeruginosa LMG 12228 | pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + 2-oxoglutarate + NADPH + H+ | - |
Pseudomonas aeruginosa JCM 14847 | pseudopaline + NADP+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa | pseudopaline + NAD+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa ATCC 15692 | pseudopaline + NAD+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa 1C | pseudopaline + NAD+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa PRS 101 | pseudopaline + NAD+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa DSM 22644 | pseudopaline + NAD+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa CIP 104116 | pseudopaline + NAD+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa LMG 12228 | pseudopaline + NAD+ + H2O | - |
? | |
(2S)-2-amino-4-([(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino)butanoate + oxaloacetate + NADH + H+ | i.e. N-[(3S)-3-amino-3-carboxypropyl]-L-histidine | Pseudomonas aeruginosa JCM 14847 | pseudopaline + NAD+ + 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 | 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 | L-histidine nicotianamine is preferred over D-histidine nicotianamine, poor activity with D-histidine nicotianamine | Pseudomonas aeruginosa | ? | - |
- |
|
additional information | L-histidine nicotianamine is preferred over D-histidine nicotianamine, poor activity with D-histidine nicotianamine | Pseudomonas aeruginosa ATCC 15692 | ? | - |
- |
|
additional information | L-histidine nicotianamine is preferred over D-histidine nicotianamine, poor activity with D-histidine nicotianamine | Pseudomonas aeruginosa 1C | ? | - |
- |
|
additional information | L-histidine nicotianamine is preferred over D-histidine nicotianamine, poor activity with D-histidine nicotianamine | Pseudomonas aeruginosa PRS 101 | ? | - |
- |
|
additional information | L-histidine nicotianamine is preferred over D-histidine nicotianamine, poor activity with D-histidine nicotianamine | Pseudomonas aeruginosa DSM 22644 | ? | - |
- |
|
additional information | L-histidine nicotianamine is preferred over D-histidine nicotianamine, poor activity with D-histidine nicotianamine | Pseudomonas aeruginosa CIP 104116 | ? | - |
- |
|
additional information | L-histidine nicotianamine is preferred over D-histidine nicotianamine, poor activity with D-histidine nicotianamine | Pseudomonas aeruginosa LMG 12228 | ? | - |
- |
|
additional information | L-histidine nicotianamine is preferred over D-histidine nicotianamine, poor activity with D-histidine nicotianamine | Pseudomonas aeruginosa JCM 14847 | ? | - |
- |
Synonyms | Comment | Organism |
---|---|---|
cntM | - |
Pseudomonas aeruginosa |
ODH | - |
Pseudomonas aeruginosa |
PA4835 | - |
Pseudomonas aeruginosa |
PaODH | - |
Pseudomonas aeruginosa |
pseudopaline synthase | - |
Pseudomonas aeruginosa |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
22 | - |
assay at | Pseudomonas aeruginosa |
Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.33 | - |
NADPH | recombinant enzyme, with 2-oxoglutarate and L-histidine nicotianamine, pH 8.0, 22°C | Pseudomonas aeruginosa | |
0.42 | - |
2-oxoglutarate | recombinant enzyme, with NADPH and L-histidine nicotianamine, pH 8.0, 22°C | Pseudomonas aeruginosa | |
0.71 | - |
NADH | recombinant enzyme, with 2-oxoglutarate and L-histidine nicotianamine, pH 8.0, 22°C | Pseudomonas aeruginosa | |
0.92 | - |
2-oxoglutarate | recombinant enzyme, with NADH and L-histidine nicotianamine, pH 8.0, 22°C | Pseudomonas aeruginosa |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
8 | - |
assay at | Pseudomonas aeruginosa |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
additional information | significant catalysis is also observed for PaODH with NADH, the kcat of PaODH is 2.2fold higher than the kcat for NADPH. PaODH is nonspecific for the NAD(P)H substrate | Pseudomonas aeruginosa | |
NADH | - |
Pseudomonas aeruginosa | |
NADP+ | binding structure, overview | Pseudomonas aeruginosa | |
NADPH | - |
Pseudomonas aeruginosa |
General Information | Comment | Organism |
---|---|---|
metabolism | opine dehydrogenases (ODHs) from the bacterial pathogens, e.g. Staphylococcus aureus, Pseudomonas aeruginosa, and Yersinia pestis, perform the final enzymatic step in the biosynthesis of the class of opine metallophores, which includes staphylopine, pseudopaline, and yersinopine, respectively. Comparison of structure-function relationships, overview | Pseudomonas aeruginosa |
additional information | structure-function analysis, stereochemic reaction, overview. Active site structure involving Asp153 and substrate binding analysis. The histidine is positioned to act as a general acid/general base deprotonating the nucleophile and then donating the proton back to the 2-carbon hydroxyl leading to water release and Schiff base formation. HisNA is oriented with the imidazole moiety deep in the active site to confer stereoselectivity. This places the primary amine of the aminobutyrate proximal to the plane between the hydride and His242, positioning the substrate for nucleophilic attack. The nicotinamide ring hydride is 8.5 A distant from the histidine proton, too far for catalysis, further supporting the necessity of domain closure | Pseudomonas aeruginosa |
physiological function | opine dehydrogenases (ODHs) from the bacterial pathogens, e.g. Staphylococcus aureus, Pseudomonas aeruginosa, and Yersinia pestis, perform the final enzymatic step in the biosynthesis of the class of opine metallophores, which includes staphylopine, pseudopaline, and yersinopine, respectively. Important role for this pathway in metal acquisition and virulence in humans, including in lung and burn-wound infections (Pseudomonas aeruginosa) and in blood and heart infections (Staphylococcus aureus) | Pseudomonas aeruginosa |
kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.015 | - |
2-oxoglutarate | recombinant enzyme, with NADH and L-histidine nicotianamine, pH 8.0, 22°C | Pseudomonas aeruginosa | |
0.03 | - |
2-oxoglutarate | recombinant enzyme, with NADPH and L-histidine nicotianamine, pH 8.0, 22°C | Pseudomonas aeruginosa |