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Literature summary for 1.13.11.77 extracted from
- An ancient relative of cyclooxygenase in cyanobacteria is a linoleate 10S-dioxygenase that works in tandem with a catalase-related protein with specific 10S-hydroperoxide lyase activity (2014), J. Biol. Chem., 289, 13101-13111 .
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| gene Npun_R5469, sequence comparisons and phylogenetic tree, recombinant expression of His-tagged enzyme in Escherichia coli | Nostoc punctiforme |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.013 | - |
alpha-linolenate | recombinant enzyme, pH and temperature not specified in the publication | Nostoc punctiforme |  |
| 0.063 | - |
linoleate | recombinant enzyme, pH and temperature not specified in the publication | Nostoc punctiforme | |
| 0.113 | - |
oleate | recombinant enzyme, pH and temperature not specified in the publication | Nostoc punctiforme | |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| alpha-linolenate + O2 | Nostoc punctiforme | - |
(8E,10S,12Z,15Z)-10-hydroperoxyoctadeca-8,12,15-trienoate | - |
? | |
| linoleate + O2 | Nostoc punctiforme | - |
(8E,10S,12Z)-10-hydroperoxyoctadeca-8,12-dienoate | - |
? | |
| oleate + O2 | Nostoc punctiforme | - |
(8E,10S)-10-hydroperoxyoctadeca-8-enoate | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Nostoc punctiforme | B2J5P4 | - |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| recombinant His-tagged enzyme from Escherichia coli by nickel affinity chromatography | Nostoc punctiforme |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| alpha-linolenate + O2 | - |
Nostoc punctiforme | (8E,10S,12Z,15Z)-10-hydroperoxyoctadeca-8,12,15-trienoate | - |
? | |
| linoleate + O2 | - |
Nostoc punctiforme | (8E,10S,12Z)-10-hydroperoxyoctadeca-8,12-dienoate | - |
? | |
| linoleate + O2 | racemic substrate, absolute stereospecific reaction, only formation of 10S product | Nostoc punctiforme | (8E,10S,12Z)-10-hydroperoxyoctadeca-8,12-dienoate | - |
? | |
| additional information | enzyme Np-diox is best described as an oleate or linoleate dioxygenase, albeit with alpha-linolenic acid very competitive at low substrate concentrations | Nostoc punctiforme | ? | - |
? | |
| additional information | racemic 1-octen-3-ol is formed in reaction of linoleate 10S-hydroperoxide with hematin or ferrous ions | Nostoc punctiforme | ? | - |
? | |
| oleate + O2 | - |
Nostoc punctiforme | (8E,10S)-10-hydroperoxyoctadeca-8-enoate | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| heme dioxygenase | - |
Nostoc punctiforme |
| linoleate 10S-dioxygenase | - |
Nostoc punctiforme |
| linoleate heme 10S-dioxygenase | - |
Nostoc punctiforme |
| Np-diox | - |
Nostoc punctiforme |
| Npun_R5469 | - |
Nostoc punctiforme |
| oleate heme 10S-dioxygenase | - |
Nostoc punctiforme |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 31 | - |
alpha-linolenate | recombinant enzyme, pH and temperature not specified in the publication | Nostoc punctiforme | |
| 135 | - |
linoleate | recombinant enzyme, pH and temperature not specified in the publication | Nostoc punctiforme | |
| 178 | - |
oleate | recombinant enzyme, pH and temperature not specified in the publication | Nostoc punctiforme | |
General Information
| General Information | Comment | Organism |
|---|---|---|
| evolution | linoleate 10S-dioxygenase is an ancient relative of cyclooxygenase in cyanobacteria, linoleate 10S-dioxygenase works in tandem with a catalase-related protein with specific 10S-hydroperoxide lyase activity. Neighboring cyanobacterial genes, dioxygenase and catalase, are identified as linoleate 10S-dioxygenase and 10Shydroperoxide lyase, respectively. The Nostoc linoleate 10S-dioxygenase, the sequence of which contains the signature catalytic sequence of cyclooxygenases and fungal linoleate dioxygenases (YRWH), appears to be a heme dioxygenase ancestor | Nostoc punctiforme |
| metabolism | the immediate downstream gene, Np-cat, encodes a specific linoleate 10S-hydroperoxide lyase (10S-hydroperoxyoleate being metabolized at only 3% of the rate) converting the product of Np-diox and working in tandem with it | Nostoc punctiforme |
| physiological function | enzyme Np-diox is an oleate and linoleate heme 10S-dioxygenase-alpha-linolenate is also efficiently metabolized at lower concentrations, but it much more rapidly leads to enzyme inactivation | Nostoc punctiforme |
kcat/KM [mM/s]
| kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 1600 | - |
oleate | recombinant enzyme, pH and temperature not specified in the publication | Nostoc punctiforme | |
| 2100 | - |
linoleate | recombinant enzyme, pH and temperature not specified in the publication | Nostoc punctiforme | |
| 2400 | - |
alpha-linolenate | recombinant enzyme, pH and temperature not specified in the publication | Nostoc punctiforme | |
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