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Literature summary for 1.14.15.3 extracted from

  • Naing, S.H.; Parvez, S.; Pender-Cudlip, M.; Groves, J.T.; Austin, R.N.
    Substrate specificity and reaction mechanism of purified alkane hydroxylase from the hydrocarbonoclastic bacterium Alcanivorax borkumensis (AbAlkB) (2013), J. Inorg. Biochem., 121, 46-52.
    View publication on PubMedView publication on EuropePMC

Metals/Ions

Metals/Ions Comment Organism Structure
Fe2+ required Alcanivorax borkumensis

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
150000
-
above, native enzyme, gel filtration Alcanivorax borkumensis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
octane + reduced rubredoxin + O2 Alcanivorax borkumensis
-
1-octanol + oxidized rubredoxin + H2O
-
?

Organism

Organism UniProt Comment Textmining
Alcanivorax borkumensis
-
-
-

Purification (Commentary)

Purification (Comment) Organism
native enzyme is solubilized from membranes and further purified by anion exchange chromatography and gel filtration Alcanivorax borkumensis

Source Tissue

Source Tissue Comment Organism Textmining
culture condition:n-octane-grown cell
-
Alcanivorax borkumensis
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
bicyclohexane + reduced rubredoxin + O2 i.e. bicyclo[3.1.0]hexane, no distinction between the 2- and 3-positions, reaction via formation of a substrate radical that persists in the active site Alcanivorax borkumensis ? + oxidized rubredoxin + H2O
-
?
methylphenylcyclopropane + reduced rubredoxin + O2 reaction via formation of a substrate radical that persists in the active site Alcanivorax borkumensis 1-phenylbut-3-en-1-ol + oxidized rubredoxin + H2O
-
?
additional information AbAlkB can catalyze the hydroxylation of a large number of aromatic compounds and linear and cyclic alkanes. It does not catalyze the hydroxylation of alkanes with a chain length longer than 15 carbons, nor does it hydroxylate sterically hindered C-H bonds. GC-MS product analysis, overview. AbAlkB hydroxylates the terminal methyl group of medium chain alkanes, where octane is apparently close to the optimal chain length Alcanivorax borkumensis ?
-
?
norcarane + reduced rubredoxin + O2 i.e. bicyclo[4.1.0]heptane, oxidation preferentially occurs at the less sterically hindered 3-position, reaction via formation of a substrate radical that persists in the active site Alcanivorax borkumensis ? + oxidized rubredoxin + H2O
-
?
octane + reduced rubredoxin + O2
-
Alcanivorax borkumensis 1-octanol + oxidized rubredoxin + H2O
-
?

Synonyms

Synonyms Comment Organism
alkane hydroxylase
-
Alcanivorax borkumensis
AlkB
-
Alcanivorax borkumensis

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Alcanivorax borkumensis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.4
-
assay at Alcanivorax borkumensis

Cofactor

Cofactor Comment Organism Structure
rubredoxin i.e. AlkG Alcanivorax borkumensis

General Information

General Information Comment Organism
additional information reconstitution of enzyme activity with the purified protein in an assay with purified rubredoxin, purified maize ferredoxin reductase, NADPH, and selected substrates. i.e. bicyclo[4.1.0]heptane (norcarane), bicyclo[3.1.0]hexane (bicyclohexane), methylphenylcyclopropane and deuterated and non-deuterated cyclohexane. Purified AbAlkB hydroxylates substrates by forming a substrate radical, the rate-determining step has a significant C-H bond breaking character Alcanivorax borkumensis