Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Pandelia, M.E.; Li, N.; Noergaard, H.; Warui, D.M.; Rajakovich, L.J.; Chang, W.C.; Booker, S.J.; Krebs, C.; Bollinger, J.M.
    Substrate-triggered addition of dioxygen to the diferrous cofactor of aldehyde-deformylating oxygenase to form a diferric-peroxide intermediate (2013), J. Am. Chem. Soc., 135, 15801-15812.
    View publication on PubMedView publication on EuropePMC

Activating Compound

EC Number Activating Compound Comment Organism Structure
4.1.99.5 additional information the Nostoc punctiforme enzyme is triggered by short-chain (C6-C10) n-aldehyde substrates4 for addition of O2 to its Fe2 II/II cofactor Nostoc punctiforme

Cloned(Commentary)

EC Number Cloned (Comment) Organism
4.1.99.5 gene Npun_R1711, expression of His-tagged enzyme in Escherichia coli strain BL21(DE3) Nostoc punctiforme

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.1.99.5 additional information
-
 additional information complex kinetics of formation of the reaction intermediate, overview Nostoc punctiforme

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
4.1.99.5 Fe2+ di-iron enzyme, Moessbauer spectrum of the cofactor during the reaction steps, coordinations of the different cofactor states, e.g. the peroxo-Fe2 III/III intermediate, Fe2 III/III peroxyhemiacetal complex, or a micro-oxo-Fe2 III/III cluster, detailed overview 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 additional information Nostoc punctiforme cyanobacterial aldehyde-deformylating oxygenases catalyze conversion of saturated or monounsaturated Cn fatty aldehydes to formate and the corresponding Cn-1 alkanes or alkenes, respectively ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
4.1.99.5 Nostoc punctiforme B2J1M1 gene Npun_R1711
-

Purification (Commentary)

EC Number Purification (Comment) Organism
4.1.99.5 recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3) in an anaerobic chamber, further by metal affinity chromatography 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+ the catalytic mechanism involves attack on the carbonyl of the bound substrate by the reduced O2 moiety to form a Fe2 III/III peroxyhemiacetal complex, which undergoes reductive O-O-bond cleavage, leading to C1-C2 radical fragmentation and formation of the alk(a/e)ne and formate products, detailed overview Nostoc punctiforme
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.1.99.5 additional information cyanobacterial aldehyde-deformylating oxygenases catalyze conversion of saturated or monounsaturated Cn fatty aldehydes to formate and the corresponding Cn-1 alkanes or alkenes, respectively Nostoc punctiforme ?
-
 ?
4.1.99.5 octanal + O2 + 2 NADH + 2 H+ with reducing system NADH/phenazine methosulfate, reaction under anaerobic conditions to protect the cofactor, but the enzyme shows no differences between aerobic and anaerobic condition, meaning that the substrate does not bind tightly to the Fe2 III/III form of the enzyme or that the aldehyde binds in a manner that does not detectably alter its Moessbauer properties Nostoc punctiforme heptane + formate + H2O + 2 NAD+ GC-MS poduct analysis ?

Synonyms

EC Number Synonyms Comment Organism
4.1.99.5 ADO
-
 Nostoc punctiforme
4.1.99.5 aldehyde-deformylating oxygenase
-
 Nostoc punctiforme

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.1.99.5 7.5
-
 assay at Nostoc punctiforme

General Information

EC Number General Information Comment Organism
4.1.99.5 evolution cyanobacterial aldehyde-deformylating oxygenases belong to the ferritin-like diiron-carboxylate superfamily of dioxygen-activating proteins Nostoc punctiforme