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Literature summary extracted from

  • Brash, A.R.; Niraula, N.P.; Boeglin, W.E.; Mashhadi, Z.
    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 .
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.13.11.77 gene Npun_R5469, sequence comparisons and phylogenetic tree, recombinant expression of His-tagged enzyme in Escherichia coli Nostoc punctiforme

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.13.11.77 0.013
-
alpha-linolenate recombinant enzyme, pH and temperature not specified in the publication Nostoc punctiforme
1.13.11.77 0.063
-
linoleate recombinant enzyme, pH and temperature not specified in the publication Nostoc punctiforme
1.13.11.77 0.113
-
oleate recombinant enzyme, pH and temperature not specified in the publication Nostoc punctiforme

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.13.11.77 alpha-linolenate + O2 Nostoc punctiforme
-
(8E,10S,12Z,15Z)-10-hydroperoxyoctadeca-8,12,15-trienoate
-
?
1.13.11.77 linoleate + O2 Nostoc punctiforme
-
(8E,10S,12Z)-10-hydroperoxyoctadeca-8,12-dienoate
-
?
1.13.11.77 oleate + O2 Nostoc punctiforme
-
(8E,10S)-10-hydroperoxyoctadeca-8-enoate
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.13.11.77 Nostoc punctiforme B2J5P4
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.13.11.77 recombinant His-tagged enzyme from Escherichia coli by nickel affinity chromatography Nostoc punctiforme

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.13.11.77 alpha-linolenate + O2
-
Nostoc punctiforme (8E,10S,12Z,15Z)-10-hydroperoxyoctadeca-8,12,15-trienoate
-
?
1.13.11.77 linoleate + O2
-
Nostoc punctiforme (8E,10S,12Z)-10-hydroperoxyoctadeca-8,12-dienoate
-
?
1.13.11.77 linoleate + O2 racemic substrate, absolute stereospecific reaction, only formation of 10S product Nostoc punctiforme (8E,10S,12Z)-10-hydroperoxyoctadeca-8,12-dienoate
-
?
1.13.11.77 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 ?
-
?
1.13.11.77 additional information racemic 1-octen-3-ol is formed in reaction of linoleate 10S-hydroperoxide with hematin or ferrous ions Nostoc punctiforme ?
-
?
1.13.11.77 oleate + O2
-
Nostoc punctiforme (8E,10S)-10-hydroperoxyoctadeca-8-enoate
-
?

Synonyms

EC Number Synonyms Comment Organism
1.13.11.77 heme dioxygenase
-
Nostoc punctiforme
1.13.11.77 linoleate 10S-dioxygenase
-
Nostoc punctiforme
1.13.11.77 linoleate heme 10S-dioxygenase
-
Nostoc punctiforme
1.13.11.77 Np-diox
-
Nostoc punctiforme
1.13.11.77 Npun_R5469
-
Nostoc punctiforme
1.13.11.77 oleate heme 10S-dioxygenase
-
Nostoc punctiforme

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.13.11.77 31
-
alpha-linolenate recombinant enzyme, pH and temperature not specified in the publication Nostoc punctiforme
1.13.11.77 135
-
linoleate recombinant enzyme, pH and temperature not specified in the publication Nostoc punctiforme
1.13.11.77 178
-
oleate recombinant enzyme, pH and temperature not specified in the publication Nostoc punctiforme

General Information

EC Number General Information Comment Organism
1.13.11.77 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
1.13.11.77 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
1.13.11.77 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]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1.13.11.77 1600
-
oleate recombinant enzyme, pH and temperature not specified in the publication Nostoc punctiforme
1.13.11.77 2100
-
linoleate recombinant enzyme, pH and temperature not specified in the publication Nostoc punctiforme
1.13.11.77 2400
-
alpha-linolenate recombinant enzyme, pH and temperature not specified in the publication Nostoc punctiforme