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Literature summary for 1.1.3.7 extracted from

  • Serrano, A.; Calvino, E.; Carro, J.; Sanchez-Ruiz, M.I.; Canada, F.J.; Martinez, A.T.
    Complete oxidation of hydroxymethylfurfural to furandicarboxylic acid by aryl-alcohol oxidase (2019), Biotechnol. Biofuels, 12, 217 .
    View publication on PubMedView publication on EuropePMC

Application

Application Comment Organism
synthesis AAO is able to produce 2,5-furandicarboxylic acid from formylfurancarboxylic acid, allowing full oxidation of 5-hydroxymethylfurfural. During 5-hydroxymethylfurfural reactions, an inhibitory effect of the H2O2 produced in the first two oxidation steps is the cause of the lack of AAO activity on formylfurancarboxylic acid. 5-Hydroxymethylfurfural is successfully converted into 2,5-furandicarboxylic acid when the AAO reaction is carried out in the presence of catalase Pleurotus eryngii

Protein Variants

Protein Variants Comment Organism
F397Y mutant shows improved production of 2,5-furandicarboxylic acid, with 70% yield Pleurotus eryngii
F501H mutant shows improved production of 2,5-furandicarboxylic acid, with 97% yield Pleurotus eryngii
I500M mutant shows improved production of 2,5-furandicarboxylic acid, with 80% yield Pleurotus eryngii
I500M/F501 W mutant shows improved production of 2,5-furandicarboxylic acid, reaching a total turnover number over 16,000 in presence of 15 mM 5-hydroxymethylfurfural Pleurotus eryngii

Inhibitors

Inhibitors Comment Organism Structure
H2O2 inhibitory to the oxidation of formylfurancarboxylic acid, oxidation activities of AAO on 5-hydroxymethylfurfural and 2,5-diformylfuran are independent of the presence of H2O2 Pleurotus eryngii

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.028
-
4-methoxybenzyl alcohol pH 6, 25°C, presence of 6 mM formylfurancarboxylic acid Pleurotus eryngii
0.031
-
4-methoxybenzyl alcohol pH 6, 25°C, presence of 15 mM H2O2 Pleurotus eryngii
0.0318
-
4-methoxybenzyl alcohol pH 6, 25°C Pleurotus eryngii
0.0335
-
4-methoxybenzyl alcohol pH 6, 25°C, presence of 1 mM H2O2 Pleurotus eryngii
0.038
-
4-methoxybenzyl alcohol pH 6, 25°C, presence of 0.8 mM formylfurancarboxylic acid Pleurotus eryngii

Organism

Organism UniProt Comment Textmining
Pleurotus eryngii O94219 cf. EC 1.1.3.47
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2,5-diformylfuran + O2
-
Pleurotus eryngii formylfurancarboxylic acid + ?
-
?
4-anisaldehyde + O2
-
Pleurotus eryngii 4-anisic acid + H2O2
-
?
4-methoxybenzyl alcohol + O2
-
Pleurotus eryngii 4-methoxybenzyl aldehyde + H2O2
-
?
5-hydroxymethylfurfural + O2
-
Pleurotus eryngii 2,5-diformylfuran + H2O2
-
?
formylfurancarboxylic acid + O2
-
Pleurotus eryngii 2,5-furandicarboxylic acid + H2O2
-
?

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.11
-
4-anisaldehyde pH 6, 25°C, presence of 1 mM H2O2 Pleurotus eryngii
0.11
-
4-anisaldehyde pH 6, 25°C, presence of 15 mM H2O2 Pleurotus eryngii
0.12
-
4-anisaldehyde pH 6, 25°C Pleurotus eryngii
1.03
-
4-methoxybenzyl alcohol pH 6, 25°C, presence of 6 mM formylfurancarboxylic acid Pleurotus eryngii
1.32
-
4-methoxybenzyl alcohol pH 6, 25°C, presence of 0.8 mM formylfurancarboxylic acid Pleurotus eryngii
97
-
4-methoxybenzyl alcohol pH 6, 25°C, presence of 15 mM H2O2 Pleurotus eryngii
104
-
4-methoxybenzyl alcohol pH 6, 25°C, presence of 1 mM H2O2 Pleurotus eryngii
108
-
4-methoxybenzyl alcohol pH 6, 25°C Pleurotus eryngii

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2080
-
4-methoxybenzyl alcohol pH 6, 25°C, presence of 0.8 mM formylfurancarboxylic acid Pleurotus eryngii
2250
-
4-methoxybenzyl alcohol pH 6, 25°C, presence of 6 mM formylfurancarboxylic acid Pleurotus eryngii
3100
-
4-methoxybenzyl alcohol pH 6, 25°C, presence of 1 mM H2O2 Pleurotus eryngii
3120
-
4-methoxybenzyl alcohol pH 6, 25°C, presence of 15 mM H2O2 Pleurotus eryngii
3390
-
4-methoxybenzyl alcohol pH 6, 25°C Pleurotus eryngii