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Literature summary for 1.1.3.47 extracted from

  • Dijkman, W.; Binda, C.; Fraaije, M.; Mattevi, A.
    Structure-based enzyme tailoring of 5-hydroxymethylfurfural oxidase (2015), ACS Catal., 5, 1833-1839.
No PubMed abstract available

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli BL21(DE3) cells Methylovorus sp. MP688

Crystallization (Commentary)

Crystallization (Comment) Organism
hanging drop vapor diffusion method, using 16-22% (w/v) PEG3350 and 200 mM magnesium formate Methylovorus sp. MP688

Protein Variants

Protein Variants Comment Organism
F434A the mutant shows reduced activity with 4-hydroxy-3-methoxybenzyl alcohol compared to the wild type enzyme Methylovorus sp. MP688
H467A the mutant shows reduced activity with 4-hydroxy-3-methoxybenzyl alcohol compared to the wild type enzyme Methylovorus sp. MP688
M103A the mutant shows reduced activity with 4-hydroxy-3-methoxybenzyl alcohol compared to the wild type enzyme Methylovorus sp. MP688
N511A the mutant shows reduced activity with 4-hydroxy-3-methoxybenzyl alcohol compared to the wild type enzyme Methylovorus sp. MP688
V367 the mutant shows increased activity with 5-formylfuran-2-carboxylate compared to the wild type enzyme Methylovorus sp. MP688
V367K the mutant shows reduced activity with 4-hydroxy-3-methoxybenzyl alcohol compared to the wild type enzyme Methylovorus sp. MP688
V367R/W466F the mutant shows strongly increased activity with 5-formylfuran-2-carboxylate compared to the wild type enzyme Methylovorus sp. MP688
V465A the mutant shows reduced activity with 4-hydroxy-3-methoxybenzyl alcohol compared to the wild type enzyme Methylovorus sp. MP688
W369A the mutant shows reduced activity with 4-hydroxy-3-methoxybenzyl alcohol compared to the wild type enzyme Methylovorus sp. MP688
W466A the mutant shows reduced activity with 4-hydroxy-3-methoxybenzyl alcohol compared to the wild type enzyme Methylovorus sp. MP688
W466F the mutant shows increased activity with 5-formylfuran-2-carboxylate compared to the wild type enzyme Methylovorus sp. MP688

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.2
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme W466F, at pH 7.5 and 25°C Methylovorus sp. MP688
0.21
-
5-formylfuran-2-carboxylate mutant enzyme V367R/W466F, at pH 7.5 and 25°C Methylovorus sp. MP688
0.28
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme V367R, at pH 7.5 and 25°C Methylovorus sp. MP688
0.29
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme V367K, at pH 7.5 and 25°C Methylovorus sp. MP688
0.72
-
4-Hydroxy-3-methoxybenzyl alcohol wild type enzyme, at pH 7.5 and 25°C Methylovorus sp. MP688
0.82
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme H467A, at pH 7.5 and 25°C Methylovorus sp. MP688
0.92
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme V465A, at pH 7.5 and 25°C Methylovorus sp. MP688
1
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme W466A, at pH 7.5 and 25°C Methylovorus sp. MP688
1.1
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme W369A, at pH 7.5 and 25°C Methylovorus sp. MP688
1.2
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme F434A, at pH 7.5 and 25°C Methylovorus sp. MP688
1.4
-
5-formylfuran-2-carboxylate mutant enzyme V367R, at pH 7.5 and 25°C Methylovorus sp. MP688
1.8
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme M103A, at pH 7.5 and 25°C Methylovorus sp. MP688
2
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme N511A, at pH 7.5 and 25°C Methylovorus sp. MP688
3
-
5-formylfuran-2-carboxylate mutant enzyme W466F, at pH 7.5 and 25°C Methylovorus sp. MP688
4
-
5-formylfuran-2-carboxylate Km above 4.0 mM, wild type enzyme, at pH 7.5 and 25°C Methylovorus sp. MP688
20
-
(S)-1-phenylethanol mutant enzyme W466A, at pH 7.5 and 25°C Methylovorus sp. MP688
98
-
(S)-1-phenylethanol mutant enzyme W466F, at pH 7.5 and 25°C Methylovorus sp. MP688

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
5-(dihydroxymethyl)furan-2-carbaldehyde + O2 Methylovorus sp. MP688
-
5-formylfuran-2-carboxylate + H2O2
-
?
5-(dihydroxymethyl)furan-2-carboxylate + O2 Methylovorus sp. MP688
-
furan-2,5-dicarboxylate + H2O2
-
?
5-(hydroxymethyl)furfural + 3 O2 + 2 H2O Methylovorus sp. MP688 overall reaction furan-2,5-dicarboxylate + 3 H2O2
-
?
5-(hydroxymethyl)furfural + O2 Methylovorus sp. MP688
-
furan-2,5-dicarbaldehyde + H2O2
-
?
5-formylfuran-2-carboxylate + H2O Methylovorus sp. MP688
-
5-(dihydroxymethyl)furan-2-carboxylate
-
?
furan-2,5-dicarbaldehyde + H2O Methylovorus sp. MP688
-
5-(dihydroxymethyl)furan-2-carbaldehyde
-
?

Organism

Organism UniProt Comment Textmining
Methylovorus sp. MP688 E4QP00
-
-

Purification (Commentary)

Purification (Comment) Organism
HisTrap column chromatography and Superdex 200 gel filtration Methylovorus sp. MP688

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(R)-1-phenylethanol + O2
-
Methylovorus sp. MP688 acetophenone + H2O2
-
?
(S)-1-phenylethanol + O2
-
Methylovorus sp. MP688 acetophenone + H2O2
-
?
4-hydroxy-3-methoxybenzyl alcohol + O2
-
Methylovorus sp. MP688 4-hydroxy-3-methoxybenzaldehyde + H2O2
-
?
5-(dihydroxymethyl)furan-2-carbaldehyde + O2
-
Methylovorus sp. MP688 5-formylfuran-2-carboxylate + H2O2
-
?
5-(dihydroxymethyl)furan-2-carboxylate + O2
-
Methylovorus sp. MP688 furan-2,5-dicarboxylate + H2O2
-
?
5-(hydroxymethyl)furfural + 3 O2 + 2 H2O overall reaction Methylovorus sp. MP688 furan-2,5-dicarboxylate + 3 H2O2
-
?
5-(hydroxymethyl)furfural + O2
-
Methylovorus sp. MP688 furan-2,5-dicarbaldehyde + H2O2
-
?
5-formylfuran-2-carboxylate + H2O
-
Methylovorus sp. MP688 5-(dihydroxymethyl)furan-2-carboxylate
-
?
furan-2,5-dicarbaldehyde + H2O
-
Methylovorus sp. MP688 5-(dihydroxymethyl)furan-2-carbaldehyde
-
?

Synonyms

Synonyms Comment Organism
5-hydroxymethylfurfural oxidase
-
Methylovorus sp. MP688
HMFO
-
Methylovorus sp. MP688

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.0047
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme H467A, at pH 7.5 and 25°C Methylovorus sp. MP688
0.01
-
(S)-1-phenylethanol mutant enzyme W466F, at pH 7.5 and 25°C Methylovorus sp. MP688
0.011
-
(S)-1-phenylethanol mutant enzyme W466A, at pH 7.5 and 25°C Methylovorus sp. MP688
0.056
-
5-formylfuran-2-carboxylate mutant enzyme V367R, at pH 7.5 and 25°C Methylovorus sp. MP688
0.079
-
5-formylfuran-2-carboxylate mutant enzyme W466F, at pH 7.5 and 25°C Methylovorus sp. MP688
0.46
-
5-formylfuran-2-carboxylate mutant enzyme V367R/W466F, at pH 7.5 and 25°C Methylovorus sp. MP688
0.75
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme W466A, at pH 7.5 and 25°C Methylovorus sp. MP688
1
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme N511A, at pH 7.5 and 25°C Methylovorus sp. MP688
1.5
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme V465A, at pH 7.5 and 25°C Methylovorus sp. MP688
1.7
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme W466F, at pH 7.5 and 25°C Methylovorus sp. MP688
3.3
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme M103A, at pH 7.5 and 25°C Methylovorus sp. MP688
4.3
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme W369A, at pH 7.5 and 25°C Methylovorus sp. MP688
5.1
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme V367K, at pH 7.5 and 25°C Methylovorus sp. MP688
6
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme V367R, at pH 7.5 and 25°C Methylovorus sp. MP688
15
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme F434A, at pH 7.5 and 25°C Methylovorus sp. MP688
21
-
4-Hydroxy-3-methoxybenzyl alcohol wild type enzyme, at pH 7.5 and 25°C Methylovorus sp. MP688

Cofactor

Cofactor Comment Organism Structure
FAD
-
Methylovorus sp. MP688

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.0001
-
(S)-1-phenylethanol mutant enzyme W466F, at pH 7.5 and 25°C Methylovorus sp. MP688
0.00055
-
(S)-1-phenylethanol mutant enzyme W466A, at pH 7.5 and 25°C Methylovorus sp. MP688
0.005
-
5-formylfuran-2-carboxylate wild type enzyme, at pH 7.5 and 25°C Methylovorus sp. MP688
0.0057
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme H467A, at pH 7.5 and 25°C Methylovorus sp. MP688
0.026
-
5-formylfuran-2-carboxylate mutant enzyme W466F, at pH 7.5 and 25°C Methylovorus sp. MP688
0.041
-
5-formylfuran-2-carboxylate mutant enzyme V367R, at pH 7.5 and 25°C Methylovorus sp. MP688
0.55
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme N511A, at pH 7.5 and 25°C Methylovorus sp. MP688
0.75
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme W466A, at pH 7.5 and 25°C Methylovorus sp. MP688
1.6
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme V465A, at pH 7.5 and 25°C Methylovorus sp. MP688
1.8
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme M103A, at pH 7.5 and 25°C Methylovorus sp. MP688
2.2
-
5-formylfuran-2-carboxylate mutant enzyme V367R/W466F, at pH 7.5 and 25°C Methylovorus sp. MP688
3.9
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme W369A, at pH 7.5 and 25°C Methylovorus sp. MP688
8.5
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme W466F, at pH 7.5 and 25°C Methylovorus sp. MP688
12
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme F434A, at pH 7.5 and 25°C Methylovorus sp. MP688
18
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme V367K, at pH 7.5 and 25°C Methylovorus sp. MP688
21
-
4-Hydroxy-3-methoxybenzyl alcohol mutant enzyme V367R, at pH 7.5 and 25°C Methylovorus sp. MP688
29
-
4-Hydroxy-3-methoxybenzyl alcohol wild type enzyme, at pH 7.5 and 25°C Methylovorus sp. MP688