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Literature summary for 1.1.1.431 extracted from

  • Nidetzky, B.; Mayr, P.; Hadwiger, P.; Stuetz, A.
    Binding energy and specificity in the catalytic mechanism of yeast aldose reductases (1999), Biochem. J., 344, 101-107 .
    View publication on PubMedView publication on EuropePMC

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.32
-
cyclohexanecarboxaldehyde pH 7, 25°C [Candida] intermedia
0.4
-
5,6-dideoxy-5-fluoro-D-glucofuranose pH 7, 25°C Saitozyma flava
0.6
-
6-azido-5,6-dideoxy-5-fluoro-D-glucofuranose pH 7, 25°C Saitozyma flava
0.6
-
oenanthaldehyde pH 7, 25°C Saitozyma flava
0.7
-
5-deoxy-D-xylofuranose pH 7, 25°C Saitozyma flava
0.9
-
5,6-dideoxy-D-xylo-hexofuranose pH 7, 25°C Saitozyma flava
1
-
5-deoxy-D-xylofuranose pH 7, 25°C [Candida] intermedia
1
-
5-fluoro-5-deoxy-D-xylofuranose pH 7, 25°C Saitozyma flava
1
-
5,6-dideoxy-6-fluoro-D-xylo-hexofuranose pH 7, 25°C Saitozyma flava
1.3
-
6-azido-5,6-dideoxy-5-fluoro-D-glucofuranose pH 7, 25°C [Candida] intermedia
1.5
-
5,6-dideoxy-5,6-difluoro-D-glucofuranose pH 7, 25°C [Candida] intermedia
1.6
-
5-fluoro-5-deoxy-D-xylofuranose pH 7, 25°C [Candida] intermedia
2.2
-
5,6-dideoxy-D-xylo-hexofuranose pH 7, 25°C [Candida] intermedia
2.5
-
oenanthaldehyde pH 7, 25°C [Candida] intermedia
3
-
5,6-dideoxy-5-fluoro-D-glucofuranose pH 7, 25°C [Candida] intermedia
4
-
5-azido-5-deoxy-D-xylofuranose pH 7, 25°C Saitozyma flava
4.4
-
5,6-dideoxy-5,6-difluoro-D-glucofuranose pH 7, 25°C Saitozyma flava
9.8
-
cyclohexanecarboxaldehyde pH 7, 25°C Saitozyma flava
10.4
-
5,6-dideoxy-6-fluoro-D-xylo-hexofuranose pH 7, 25°C [Candida] intermedia
27
-
D-xylose pH 7, 25°C Saitozyma flava
51
-
D-galactose pH 7, 25°C Saitozyma flava
82
-
D-xylose pH 7, 25°C [Candida] intermedia
303
-
D-galactose pH 7, 25°C [Candida] intermedia

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
D-xylose + NADPH + H+ Saitozyma flava
-
xylitol + NADP+
-
?

Organism

Organism UniProt Comment Textmining
Saitozyma flava
-
-
-
[Candida] intermedia
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5,6-dideoxy-5,6-difluoro-D-glucofuranose + NADPH + H+
-
[Candida] intermedia ? + NADP+
-
?
5,6-dideoxy-5,6-difluoro-D-glucofuranose + NADPH + H+
-
Saitozyma flava ? + NADP+
-
?
5,6-dideoxy-5-fluoro-D-glucofuranose + NADPH + H+
-
[Candida] intermedia ? + NADP+
-
?
5,6-dideoxy-5-fluoro-D-glucofuranose + NADPH + H+
-
Saitozyma flava ? + NADP+
-
?
5,6-dideoxy-6-fluoro-D-xylo-hexofuranose + NADPH + H+
-
[Candida] intermedia ? + NADP+
-
?
5,6-dideoxy-6-fluoro-D-xylo-hexofuranose + NADPH + H+
-
Saitozyma flava ? + NADP+
-
?
5,6-dideoxy-D-xylo-hexofuranose + NADPH + H+
-
[Candida] intermedia ? + NADP+
-
?
5,6-dideoxy-D-xylo-hexofuranose + NADPH + H+
-
Saitozyma flava ? + NADP+
-
?
5-azido-5-deoxy-D-xylofuranose + NADPH + H+
-
[Candida] intermedia ? + NADP+
-
?
5-azido-5-deoxy-D-xylofuranose + NADPH + H+
-
Saitozyma flava ? + NADP+
-
?
5-deoxy-D-xylofuranose + NADPH + H+
-
[Candida] intermedia ? + NADP+
-
?
5-deoxy-D-xylofuranose + NADPH + H+
-
Saitozyma flava ? + NADP+
-
?
5-fluoro-5-deoxy-D-xylofuranose + NADPH + H+
-
[Candida] intermedia ? + NADP+
-
?
5-fluoro-5-deoxy-D-xylofuranose + NADPH + H+
-
Saitozyma flava ? + NADP+
-
?
6-azido-5,6-dideoxy-5-fluoro-D-glucofuranose + NADPH + H+
-
[Candida] intermedia ? + NADP+
-
?
6-azido-5,6-dideoxy-5-fluoro-D-glucofuranose + NADPH + H+
-
Saitozyma flava ? + NADP+
-
?
6-azido-5,6-dideoxy-D-xylo-hexofuranose + NADPH + H+
-
[Candida] intermedia ? + NADP+
-
?
6-azido-5,6-dideoxy-D-xylo-hexofuranose + NADPH + H+
-
Saitozyma flava ? + NADP+
-
?
cyclohexanecarboxaldehyde + NADPH + H+
-
[Candida] intermedia ? + NADP+
-
?
cyclohexanecarboxaldehyde + NADPH + H+
-
Saitozyma flava ? + NADP+
-
?
D-galactose + NADPH + H+
-
[Candida] intermedia ? + NADP+
-
?
D-galactose + NADPH + H+
-
Saitozyma flava ? + NADP+
-
?
D-xylose + NADPH + H+
-
[Candida] intermedia xylitol + NADP+
-
?
D-xylose + NADPH + H+
-
Saitozyma flava xylitol + NADP+
-
?
oenanthaldehyde + NADPH + H+
-
[Candida] intermedia ? + NADP+
-
?
oenanthaldehyde + NADPH + H+
-
Saitozyma flava ? + NADP+
-
?

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
5.9
-
D-galactose pH 7, 25°C Saitozyma flava
6.3
-
cyclohexanecarboxaldehyde pH 7, 25°C Saitozyma flava
8.8
-
D-xylose pH 7, 25°C Saitozyma flava
9.2
-
oenanthaldehyde pH 7, 25°C Saitozyma flava
9.4
-
D-galactose pH 7, 25°C [Candida] intermedia
11.2
-
5-azido-5-deoxy-D-xylofuranose pH 7, 25°C Saitozyma flava
12.5
-
5-deoxy-D-xylofuranose pH 7, 25°C Saitozyma flava
13.1
-
cyclohexanecarboxaldehyde pH 7, 25°C [Candida] intermedia
14
-
6-azido-5,6-dideoxy-5-fluoro-D-glucofuranose pH 7, 25°C Saitozyma flava
14
-
5,6-dideoxy-5-fluoro-D-glucofuranose pH 7, 25°C Saitozyma flava
14
-
5,6-dideoxy-6-fluoro-D-xylo-hexofuranose pH 7, 25°C Saitozyma flava
14.6
-
D-xylose pH 7, 25°C [Candida] intermedia
15
-
5,6-dideoxy-D-xylo-hexofuranose pH 7, 25°C Saitozyma flava
15.6
-
5-fluoro-5-deoxy-D-xylofuranose pH 7, 25°C Saitozyma flava
18.1
-
5-deoxy-D-xylofuranose pH 7, 25°C [Candida] intermedia
19
-
5,6-dideoxy-5,6-difluoro-D-glucofuranose pH 7, 25°C Saitozyma flava
19
-
6-azido-5,6-dideoxy-5-fluoro-D-glucofuranose pH 7, 25°C [Candida] intermedia
20
-
5-fluoro-5-deoxy-D-xylofuranose pH 7, 25°C [Candida] intermedia
21
-
5,6-dideoxy-5-fluoro-D-glucofuranose pH 7, 25°C [Candida] intermedia
22
-
5,6-dideoxy-5,6-difluoro-D-glucofuranose pH 7, 25°C [Candida] intermedia
22
-
oenanthaldehyde pH 7, 25°C [Candida] intermedia
27
-
5,6-dideoxy-D-xylo-hexofuranose pH 7, 25°C [Candida] intermedia
34
-
5,6-dideoxy-6-fluoro-D-xylo-hexofuranose pH 7, 25°C [Candida] intermedia

Cofactor

Cofactor Comment Organism Structure
NADPH enzyme is strictly specific for NADPH Saitozyma flava
NADPH isoform I is strictly specific for NADPH [Candida] intermedia

General Information

General Information Comment Organism
metabolism derivatives of D-xylose and D-glucose, in which the hydroxy groups at C-5, and C-5 and C-6 are replaced by fluorine, hydrogen and azide are reduced with up to 3000fold increased catalytic efficiencies. Azide introduced at C-5 or C-6 destabilizes the transition state of reduction of the corresponding hydrogen-substituted aldoses by approx. 4 kJ/mol [Candida] intermedia
metabolism derivatives of D-xylose and D-glucose, in which the hydroxy groups at C-5, and C-5 and C-6 are replaced by fluorine, hydrogen and azide are reduced with up to 3000fold increased catalytic efficiencies. Azide introduced at C-5 or C-6 destabilizes the transition state of reduction of the corresponding hydrogen-substituted aldoses by approx. 4 kJ/mol Saitozyma flava
physiological function Candida intermedia produces two different isoforms. Isoform I is strictly specific for NADPH, isoform II shows similar specificity constants for NADPH and NADH [Candida] intermedia

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.03
-
D-galactose pH 7, 25°C [Candida] intermedia
0.116
-
D-galactose pH 7, 25°C Saitozyma flava
0.18
-
D-xylose pH 7, 25°C [Candida] intermedia
0.2
-
6-azido-5,6-dideoxy-D-xylo-hexofuranose pH 7, 25°C [Candida] intermedia
0.33
-
D-xylose pH 7, 25°C Saitozyma flava
0.64
-
cyclohexanecarboxaldehyde pH 7, 25°C Saitozyma flava
0.9
-
6-azido-5,6-dideoxy-D-xylo-hexofuranose pH 7, 25°C Saitozyma flava
1.12
-
5-azido-5-deoxy-D-xylofuranose pH 7, 25°C [Candida] intermedia
2.8
-
5-azido-5-deoxy-D-xylofuranose pH 7, 25°C Saitozyma flava
3.27
-
5,6-dideoxy-6-fluoro-D-xylo-hexofuranose pH 7, 25°C [Candida] intermedia
4.32
-
5,6-dideoxy-5,6-difluoro-D-glucofuranose pH 7, 25°C Saitozyma flava
7
-
5,6-dideoxy-5-fluoro-D-glucofuranose pH 7, 25°C [Candida] intermedia
8.8
-
oenanthaldehyde pH 7, 25°C [Candida] intermedia
12.27
-
5,6-dideoxy-D-xylo-hexofuranose pH 7, 25°C [Candida] intermedia
12.5
-
5-fluoro-5-deoxy-D-xylofuranose pH 7, 25°C [Candida] intermedia
14
-
5,6-dideoxy-6-fluoro-D-xylo-hexofuranose pH 7, 25°C Saitozyma flava
14.62
-
6-azido-5,6-dideoxy-5-fluoro-D-glucofuranose pH 7, 25°C [Candida] intermedia
14.67
-
5,6-dideoxy-5,6-difluoro-D-glucofuranose pH 7, 25°C [Candida] intermedia
15.33
-
oenanthaldehyde pH 7, 25°C Saitozyma flava
15.6
-
5-fluoro-5-deoxy-D-xylofuranose pH 7, 25°C Saitozyma flava
16.67
-
5,6-dideoxy-D-xylo-hexofuranose pH 7, 25°C Saitozyma flava
17.86
-
5-deoxy-D-xylofuranose pH 7, 25°C Saitozyma flava
18.1
-
5-deoxy-D-xylofuranose pH 7, 25°C [Candida] intermedia
23.33
-
6-azido-5,6-dideoxy-5-fluoro-D-glucofuranose pH 7, 25°C Saitozyma flava
35
-
5,6-dideoxy-5-fluoro-D-glucofuranose pH 7, 25°C Saitozyma flava
40.94
-
cyclohexanecarboxaldehyde pH 7, 25°C [Candida] intermedia
400
-
NADPH pH 7, 25°C [Candida] intermedia