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Literature summary extracted from

  • Das, D.; Ellington, B.; Paul, B.; Marsh, E.N.
    Mechanistic insights from reaction of alpha-oxiranyl-aldehydes with cyanobacterial aldehyde deformylating oxygenase (2014), ACS Chem. Biol., 9, 570-577.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
4.1.99.5 recombinant expression in Escherichia coli Nostoc punctiforme

Inhibitors

EC Number Inhibitors Comment Organism Structure
4.1.99.5 additional information trans-3-nonyloxirane-2-carbaldehyde and trans-3-pentadecanyloxirane-2-carbaldehyde are no inhibitors of the enzyme Nostoc punctiforme

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
4.1.99.5 Fe2+ dependent on Nostoc punctiforme

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4.1.99.5 long-chain aldehyde + O2 + 2 NADPH + 2 H+ Nostoc punctiforme
-
 alkane + formate + H2O + 2 NADP+
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
4.1.99.5 Nostoc punctiforme
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
4.1.99.5 recombinant enzyme from Escherichia coli Nostoc punctiforme

Reaction

EC Number Reaction Comment Organism Reaction ID
4.1.99.5 octadecanal + O2 + 2 NADPH + 2 H+ = heptadecane + formate + H2O + 2 NADP+ proposed mechanism of cADO involving homolytic cleavage of the C1-C2 bond of aldehyde by di-iron peroxo species, and proposed mechanism for deformylation involving heterolytic cleavage of the C1-C2 bond Nostoc punctiforme
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.1.99.5 dodecanal + O2 + 2 NADH + 2 H+ with reducing system NADH/phenazine methosulfate Nostoc punctiforme undecane + formate + H2O + 2 NAD+
-
 ?
4.1.99.5 long-chain aldehyde + O2 + 2 NADPH + 2 H+
-
 Nostoc punctiforme alkane + formate + H2O + 2 NADP+
-
 ?
4.1.99.5 additional information the enzyme is more active with either long-chain (C18-C14) or short-chain (C9-C5) aldehydes whereas medium chain aldehydes, including dodecanal, are turned over considerably more slowly Nostoc punctiforme ?
-
 ?
4.1.99.5 octadecanal + O2 + 2 NADH + 2 H+ with reducing system NADH/phenazine methosulfate Nostoc punctiforme heptadecane + formate + H2O + 2 NAD+
-
 ?
4.1.99.5 trans-3-nonyloxirane-2-carbaldehyde + 2 NADH + 2 H+ with reducing system NADH/phenazine methosulfate Nostoc punctiforme 2-nonyloxirane + formate + H2O + 2 NAD+
-
 ?
4.1.99.5 trans-3-pentadecanyloxirane-2-carbaldehyde + 2 NADH + O2 + 2 H+ with reducing system NADH/phenazine methosulfate Nostoc punctiforme 2-pentadecanyloxirane + formate + 2 NAD+ + H2O
-
 ?

Synonyms

EC Number Synonyms Comment Organism
4.1.99.5 aldehyde deformylating oxygenase
-
 Nostoc punctiforme
4.1.99.5 cADO
-
 Nostoc punctiforme
4.1.99.5 cyanobacterial aldehyde decarbonylase
-
 Nostoc punctiforme

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
4.1.99.5 37
-
 assay at Nostoc punctiforme

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
4.1.99.5 0.00027
-
 trans-3-nonyloxirane-2-carbaldehyde pH 7.2, 37°C Nostoc punctiforme
4.1.99.5 0.00048
-
 trans-3-pentadecanyloxirane-2-carbaldehyde pH 7.2, 37°C Nostoc punctiforme
4.1.99.5 0.0018
-
 octadecanal pH 7.2, 37°C Nostoc punctiforme

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.1.99.5 7.2
-
 assay at Nostoc punctiforme

Cofactor

EC Number Cofactor Comment Organism Structure
4.1.99.5 NADH
-
 Nostoc punctiforme
4.1.99.5 NADPH physiological cofactor Nostoc punctiforme

General Information

EC Number General Information Comment Organism
4.1.99.5 metabolism in cyanobacteria, aldehyde deformylating oxygenase catalyzes the decarbonylation of fatty aldehydes to the corresponding alkanes or alkenes, last step in the biosynthesis of long-chain aliphatic hydrocarbons, which are derived from fatty acids Nostoc punctiforme