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Literature summary for 1.1.3.7 extracted from

  • Hernandez-Ortega, A.; Ferreira, P.; Merino, P.; Medina, M.; Guallar, V.; Martinez, A.T.
    Stereoselective hydride transfer by aryl-alcohol oxidase, a member of the GMC superfamily (2012), ChemBioChem, 13, 427-435.
    View publication on PubMed

Protein Variants

Protein Variants Comment Organism
F501A the AAO preference for (S)-1-(4-fluorophenyl)ethanol is increased threefold when the bulky side chain of Phe501 is removed in the F501A variant, which shows a stereoselectivity S/R ratio of 66:1 for this secondary alcohol Pleurotus eryngii

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
additional information steady state and transient state kinetic constants for alcohol and O2 of AAO oxidation of a deuterated and normal (alpha-protiated) 4-methoxybenzyl alcohol, solvent kinetic isotope effects, overview Pleurotus eryngii
0.025
-
4-methoxybenzyl alcohol substrate alpha-deuterated 4-methoxybenzyl alcohol, pH 6.0, 25°C Pleurotus eryngii
0.049
-
4-methoxybenzyl alcohol substrate 4-methoxybenzyl alcohol, pH 6.0, 25°C Pleurotus eryngii

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(R,S)-4-methoxybenzyl alcohol + O2 Pleurotus eryngii over 98% excess of the R enantiomer after treatment of racemic 1-(4-methoxyphenyl)ethanol, the hydride transfer is highly stereoselective 1-(4-methoxyphenyl)ethanol + H2O2
-
?
4-methoxybenzyl alcohol + O2 Pleurotus eryngii
-
4-methoxybenzaldehyde + H2O2
-
?

Organism

Organism UniProt Comment Textmining
Pleurotus eryngii O94219
-
-

Reaction

Reaction Comment Organism Reaction ID
an aromatic primary alcohol + O2 = an aromatic aldehyde + H2O2 oxidation mechanism by AAO, overview Pleurotus eryngii

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(R,S)-4-methoxybenzyl alcohol + O2 over 98% excess of the R enantiomer after treatment of racemic 1-(4-methoxyphenyl)ethanol, the hydride transfer is highly stereoselective Pleurotus eryngii 1-(4-methoxyphenyl)ethanol + H2O2
-
?
(S)-1-(4-fluorophenyl)ethanol + O2 mutant F501A Pleurotus eryngii 1-(4-fluorophenyl)acetaldehyde + H2O2
-
?
4-methoxybenzyl alcohol + O2
-
Pleurotus eryngii 4-methoxybenzaldehyde + H2O2
-
?

Synonyms

Synonyms Comment Organism
AAO
-
Pleurotus eryngii

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
assay at Pleurotus eryngii

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
25
-
4-methoxybenzyl alcohol substrate alpha-deuterated 4-methoxybenzyl alcohol, pH 6.0, 25°C Pleurotus eryngii
196
-
4-methoxybenzyl alcohol substrate 4-methoxybenzyl alcohol, pH 6.0, 25°C Pleurotus eryngii

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6
-
assay at Pleurotus eryngii

Cofactor

Cofactor Comment Organism Structure
FAD
-
Pleurotus eryngii

General Information

General Information Comment Organism
evolution the enzyme belongs to the glucose methanol choline oxidase superfamily Pleurotus eryngii
additional information docking of 4-methoxybenzyl alcohol at the buried crystal active site, and quantum mechanical/molecular mechanical study, overview Pleurotus eryngii
physiological function the enzyme provides H2O2 to ligninolytic peroxidases Pleurotus eryngii

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1020
-
4-methoxybenzyl alcohol substrate alpha-deuterated 4-methoxybenzyl alcohol, pH 6.0, 25°C Pleurotus eryngii
3980
-
4-methoxybenzyl alcohol substrate 4-methoxybenzyl alcohol, pH 6.0, 25°C Pleurotus eryngii