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Literature summary for 1.1.3.41 extracted from

  • Van Hellemond, E.; Vermote, L.; Koolen, W.; Sonke, T.; Zandvoort, E.; Heuts, D.; Janssen, D.; Fraaije, M.
    Exploring the biocatalytic scope of alditol oxidase from Streptomyces coelicolor (2009), Adv. Synth. Catal., 351, 1523-1530.
No PubMed abstract available

Application

Application Comment Organism
synthesis AldO is an enantioselective biocatalyst for the kinetic resolution of racemic 1,2-diols Streptomyces coelicolor

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli Top10 cells Streptomyces coelicolor

General Stability

General Stability Organism
under conditions which are applied for the oxidation experiments (10 mM of aldoitol oxidase in 50 mM sodium phosphate buffer, pH 7.5, at 30°C and rotary shaking (100 rpm)) the enzyme has a half-life of 30 h Streptomyces coelicolor

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
additional information substrate specificity and steady state kinetics, overview Streptomyces coelicolor
0.32
-
xylitol pH 7.5, 30°C Streptomyces coelicolor
0.32
-
xylitol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
1.4
-
D-sorbitol pH 7.5, 30°C Streptomyces coelicolor
1.4
-
D-sorbitol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
10
-
(R)-1-phenyl-1,2-ethanediol pH 7.5, 30°C Streptomyces coelicolor
25
-
L-Threitol pH 7.5, 30°C Streptomyces coelicolor
25
-
L-Threitol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
35
-
2-amino-1-pentanol pH 7.5, 30°C Streptomyces coelicolor
35
-
2-amino-1-pentanol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
36
-
D-mannitol pH 7.5, 30°C Streptomyces coelicolor
36
-
D-mannitol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
42
-
4-pentene-1,2-diol pH 7.5, 30°C Streptomyces coelicolor
42
-
4-pentene-1,2-diol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
52
-
1,2-pentanediol pH 7.5, 30°C Streptomyces coelicolor
52
-
1,2-pentanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
83
-
1-phenyl-1,2-ethanediol pH 7.5, 30°C Streptomyces coelicolor
83
-
1-phenyl-1,2-ethanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
86
-
(S)-1-phenyl-1,2-ethanediol pH 7.5, 30°C Streptomyces coelicolor
86
-
(S)-1-phenyl-1,2-ethanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
97
-
1,2-hexanediol pH 7.5, 30°C Streptomyces coelicolor
97
-
1,2-hexanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
101
-
(R)-1-phenyl-1,2-ethanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
150
-
1,2-Butanediol pH 7.5, 30°C Streptomyces coelicolor
150
-
1,2-Butanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
170
-
1,2,4-butanetriol pH 7.5, 30°C Streptomyces coelicolor
170
-
1,2,4-butanetriol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
250
-
3-butene-1,2-diol pH 7.5, 30°C Streptomyces coelicolor
250
-
3-butene-1,2-diol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
350
-
glycerol pH 7.5, 30°C Streptomyces coelicolor
350
-
glycerol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
430
-
L-arabinose pH 7.5, 30°C Streptomyces coelicolor
430
-
L-arabinose in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
480
-
3-butenol pH 7.5, 30°C Streptomyces coelicolor
480
-
3-butenol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor

Organism

Organism UniProt Comment Textmining
Streptomyces coelicolor
-
-
-
Streptomyces coelicolor A3(2)
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Streptomyces coelicolor

Reaction

Reaction Comment Organism Reaction ID
an alditol + O2 = an aldose + H2O2 proposed mechanism for the oxidation of 1,2-diols to the alpha-hydroxy acids, overview Streptomyces coelicolor

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
17.3
-
substrate xylitol Streptomyces coelicolor

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(R)-1-phenyl-1,2-ethanediol + O2
-
Streptomyces coelicolor ?
-
?
(R)-1-phenyl-1,2-ethanediol + O2
-
Streptomyces coelicolor hydroxy(phenyl)acetic acid + H2O2 product identification by NMR ?
(R)-1-phenyl-1,2-ethanediol + O2 the enzyme is highly enantioselective for the oxidation of (R)-1-phenyl-1,2-ethanediol Streptomyces coelicolor mandelic acid + H2O2
-
?
(S)-1-phenyl-1,2-ethanediol + O2
-
Streptomyces coelicolor ?
-
?
1,2,4-butanetriol + O2
-
Streptomyces coelicolor ?
-
?
1,2-butanediol + O2
-
Streptomyces coelicolor ?
-
?
1,2-hexanediol + O2
-
Streptomyces coelicolor ?
-
?
1,2-pentanediol + O2
-
Streptomyces coelicolor 2-hydroxypentanoic acid + H2O2 product identification by NMR ?
1,2-pentanediol + O2 50% conversion after 22 h Streptomyces coelicolor 2-hydroxypentanoic acid + H2O2
-
?
1,2-propanediol + O2
-
Streptomyces coelicolor ?
-
?
1,3,5-pentanetriol + O2
-
Streptomyces coelicolor ?
-
?
1,3-butanediol + O2
-
Streptomyces coelicolor 3-hydroxybutanal + H2O2
-
?
1,3-butanediol + O2
-
Streptomyces coelicolor 3-hydroxybutanal + H2O2 product identification by GC-MS ?
1,4-butanediol + O2 very poor substrate Streptomyces coelicolor ?
-
?
1-phenyl-1,2-ethanediol + O2 the enzyme is highly enantioselective for the oxidation of 1-phenyl-1,2-ethanediol, 35% conversion to mandelic acid and two minor by-products (less than 5%) is observed after 65 h Streptomyces coelicolor ?
-
?
2-amino-1-pentanol + O2
-
Streptomyces coelicolor ?
-
?
3-butene-1,2-diol + O2
-
Streptomyces coelicolor ?
-
?
3-butenol + O2
-
Streptomyces coelicolor ?
-
?
4-pentene-1,2-diol + O2
-
Streptomyces coelicolor ?
-
?
cis-2-butene-1,4-diol + O2
-
Streptomyces coelicolor ?
-
?
D-galactose + O2 very poor substrate Streptomyces coelicolor ?
-
?
D-mannitol + O2
-
Streptomyces coelicolor ?
-
?
D-sorbitol + O2
-
Streptomyces coelicolor ?
-
?
glycerol + O2
-
Streptomyces coelicolor ?
-
?
L-arabinose + O2
-
Streptomyces coelicolor ?
-
?
L-arabinose + O2 very poor substrate Streptomyces coelicolor ?
-
?
L-threitol + O2
-
Streptomyces coelicolor ?
-
?
additional information substrate specificity, besides alditols, 1,2-diols are reasonable substrates indicating that two adjacent hydroxy groups at C-1 and C-2 seem to be a minimal requirement for a compound in order to be effectively oxidized by AldO, overview Streptomyces coelicolor ?
-
?
additional information the enzyme is able to perform oxidations of alcohols into aldehydes/ketones (single oxidation) and oxidations of alcohols into acids (double oxidation) Streptomyces coelicolor ?
-
?
xylitol + O2 best substrate Streptomyces coelicolor ?
-
?
xylitol + O2 best substrate Streptomyces coelicolor D-xylose + H2O2
-
?

Synonyms

Synonyms Comment Organism
AldO
-
Streptomyces coelicolor

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
55
-
-
Streptomyces coelicolor

Temperature Stability [°C]

Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
37
-
half-life of 40 h Streptomyces coelicolor
37 50 the enzyme has a half-life of 40 h at 37°C and 4 h at 50°C Streptomyces coelicolor
50
-
half-life of 4 h Streptomyces coelicolor

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.008
-
(S)-1-phenyl-1,2-ethanediol pH 7.5, 30°C Streptomyces coelicolor
0.008
-
(S)-1-phenyl-1,2-ethanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.017
-
2-amino-1-pentanol pH 7.5, 30°C Streptomyces coelicolor
0.017
-
2-amino-1-pentanol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.1
-
3-butenol pH 7.5, 30°C Streptomyces coelicolor
0.1
-
3-butenol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.29
-
1,2-Butanediol pH 7.5, 30°C Streptomyces coelicolor
0.29
-
1,2-Butanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.34
-
3-butene-1,2-diol pH 7.5, 30°C Streptomyces coelicolor
0.34
-
3-butene-1,2-diol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.35
-
4-pentene-1,2-diol pH 7.5, 30°C Streptomyces coelicolor
0.35
-
4-pentene-1,2-diol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.36
-
1-phenyl-1,2-ethanediol pH 7.5, 30°C Streptomyces coelicolor
0.36
-
1-phenyl-1,2-ethanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.74
-
(R)-1-phenyl-1,2-ethanediol pH 7.5, 30°C Streptomyces coelicolor
0.74
-
(R)-1-phenyl-1,2-ethanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.85
-
1,2-pentanediol pH 7.5, 30°C Streptomyces coelicolor
0.85
-
1,2-pentanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
1.6
-
glycerol pH 7.5, 30°C Streptomyces coelicolor
1.6
-
glycerol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
1.7
-
L-arabinose pH 7.5, 30°C Streptomyces coelicolor
1.7
-
L-arabinose in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
2
-
1,2-hexanediol pH 7.5, 30°C Streptomyces coelicolor
2
-
1,2-hexanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
4.4
-
1,2,4-butanetriol pH 7.5, 30°C Streptomyces coelicolor
4.4
-
1,2,4-butanetriol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
6.3
-
L-Threitol pH 7.5, 30°C Streptomyces coelicolor
6.3
-
L-Threitol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
9.2
-
D-mannitol pH 7.5, 30°C Streptomyces coelicolor
9.2
-
D-mannitol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
13
-
xylitol pH 7.5, 30°C Streptomyces coelicolor
13
-
xylitol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
17
-
D-sorbitol pH 7.5, 30°C Streptomyces coelicolor
17
-
D-sorbitol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
assay at Streptomyces coelicolor

pH Range

pH Minimum pH Maximum Comment Organism
6 9
-
Streptomyces coelicolor
6 9 over 80% of maximal activity within this range Streptomyces coelicolor

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-phenyl-1,2-ethanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.0002
-
3-butenol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.0003
-
D-galactose in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.0003
-
1,2-propanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.0006
-
2-amino-1-pentanol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.0014
-
3-butene-1,2-diol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.0019
-
1,2-Butanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.004
-
L-arabinose in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.0043
-
1-phenyl-1,2-ethanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.0046
-
glycerol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.0073
-
(R)-1-phenyl-1,2-ethanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.0078
-
1,3,5-pentanetriol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.0083
-
4-pentene-1,2-diol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.016
-
1,2-pentanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.021
-
1,2-hexanediol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.026
-
1,2,4-butanetriol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.25
-
L-Threitol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
0.26
-
D-mannitol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
12
-
D-sorbitol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor
41
-
xylitol in 50 mM sodium phosphate buffer, at pH 7.5 and 30°C Streptomyces coelicolor