Discovery of a new NADPH-dependent aldo-keto reductase from Candida orthopsilosis catalyzing the stereospecific synthesis of (R)-pantolactone by genome mining

Wang, J.; Cheng, P.; Wu, Y.; Wang, A.; Liu, F.; Pei, X.; J. Biotechnol. 291, 26-34 (2019)

Data extracted from this reference:

Inhibitors

Commentary

Organism

Structure

Ag+

complete inhibition at 1 mM

Candida orthopsilosis

Co2+

81.9% residual activity at 1 mM

Candida orthopsilosis

Cu2+

67.8% residual activity at 1 mM

Candida orthopsilosis

EDTA

-

Candida orthopsilosis

Fe2+

81% residual activity at 1 mM

Candida orthopsilosis

Mg2+

80.2% residual activity at 1 mM

Candida orthopsilosis

Mn2+

67.6% residual activity at 1 mM

Candida orthopsilosis

Pb2+

complete inhibition at 1 mM

Candida orthopsilosis

Zn2+

71.7% residual activity at 1 mM

Candida orthopsilosis

KM Value [mM]

KM Value Maximum [mM]

Substrate

Commentary

Organism

Structure

1.3

-

2-dehydropantolactone

at pH 7.0 and 30°C

Candida orthopsilosis

Natural Substrates

Organism

Commentary (Nat. Sub.)

Natural Products

Commentary (Nat. Pro.)

Organism (Nat. Pro.)

Reversibility

ID

2-dehydropantolactone + NADPH + H+

Candida orthopsilosis

-

(R)-pantolactone + NADP+

-

-

?

2-dehydropantolactone + NADPH + H+

Candida orthopsilosis 90-125

-

(R)-pantolactone + NADP+

-

-

?

Substrates

Commentary Substrates

Literature (Substrates)

Organism

Products

Commentary (Products)

Literature (Products)

Organism (Products)

Reversibility

Substrate Product ID

2-dehydropantolactone + NADPH + H+

-

761570

Candida orthopsilosis

(R)-pantolactone + NADP+

-

-

-

?

2-dehydropantolactone + NADPH + H+

100% activity, 99% conversion and more than 99% enantiomeric excess within 5 h

761570

Candida orthopsilosis

(R)-pantolactone + NADP+

-

-

-

?

2-dehydropantolactone + NADPH + H+

-

761570

Candida orthopsilosis 90-125

(R)-pantolactone + NADP+

-

-

-

?

2-dehydropantolactone + NADPH + H+

100% activity, 99% conversion and more than 99% enantiomeric excess within 5 h

761570

Candida orthopsilosis 90-125

(R)-pantolactone + NADP+

-

-

-

?

ethyl 2-oxopropanoate + NADPH + H+

0.496% activity compared to 2-dehydropantolactone

761570

Candida orthopsilosis

ethyl (2R)-2-hydroxypropanoate + NADP+

-

-

-

?

ethyl 2-oxopropanoate + NADPH + H+

0.496% activity compared to 2-dehydropantolactone

761570

Candida orthopsilosis 90-125

ethyl (2R)-2-hydroxypropanoate + NADP+

-

-

-

?

ethyl oxo(phenyl)acetate + NADPH + H+

3.45% activity compared to 2-dehydropantolactone

761570

Candida orthopsilosis

ethyl (2R)-hydroxy(phenyl)acetate + NADP+

-

-

-

?

ethyl oxo(phenyl)acetate + NADPH + H+

3.45% activity compared to 2-dehydropantolactone

761570

Candida orthopsilosis 90-125

ethyl (2R)-hydroxy(phenyl)acetate + NADP+

-

-

-

?

methyl 2-oxopropanoate + NADPH + H+

0.501% activity compared to 2-dehydropantolactone

761570

Candida orthopsilosis

methyl (2R)-2-hydroxypropanoate + NADP+

-

-

-

?

methyl oxo(phenyl)acetate + NADPH + H+

3.94% activity compared to 2-dehydropantolactone

761570

Candida orthopsilosis

methyl (2R)-hydroxy(phenyl)acetate + NADP+

-

-

-

?

additional information

the enzyme does not reduce 4-nitrobenzaldehyde

761570

Candida orthopsilosis

?

-

-

-

-

additional information

the enzyme does not reduce 4-nitrobenzaldehyde

761570

Candida orthopsilosis 90-125

?

-

-

-

-

pyridine 3-aldehyde + NADPH + H+

0.538% activity compared to 2-dehydropantolactone

761570

Candida orthopsilosis

(pyridin-3-yl)methanol + NADP+

-

-

-

?

Cofactor

Commentary

Organism

Structure

NADPH

-

Candida orthopsilosis

Cofactor

Commentary

Organism

Structure

NADPH

-

Candida orthopsilosis

Inhibitors

Commentary

Organism

Structure

Ag+

complete inhibition at 1 mM

Candida orthopsilosis

Co2+

81.9% residual activity at 1 mM

Candida orthopsilosis

Cu2+

67.8% residual activity at 1 mM

Candida orthopsilosis

EDTA

-

Candida orthopsilosis

Fe2+

81% residual activity at 1 mM

Candida orthopsilosis

Mg2+

80.2% residual activity at 1 mM

Candida orthopsilosis

Mn2+

67.6% residual activity at 1 mM

Candida orthopsilosis

Pb2+

complete inhibition at 1 mM

Candida orthopsilosis

Zn2+

71.7% residual activity at 1 mM

Candida orthopsilosis

KM Value [mM]

KM Value Maximum [mM]

Substrate

Commentary

Organism

Structure

1.3

-

2-dehydropantolactone

at pH 7.0 and 30°C

Candida orthopsilosis

Natural Substrates

Organism

Commentary (Nat. Sub.)

Natural Products

Commentary (Nat. Pro.)

Organism (Nat. Pro.)

Reversibility

ID

2-dehydropantolactone + NADPH + H+

Candida orthopsilosis

-

(R)-pantolactone + NADP+

-

-

?

2-dehydropantolactone + NADPH + H+

Candida orthopsilosis 90-125

-

(R)-pantolactone + NADP+

-

-

?

Substrates

Commentary Substrates

Literature (Substrates)

Organism

Products

Commentary (Products)

Literature (Products)

Organism (Products)

Reversibility

ID

2-dehydropantolactone + NADPH + H+

-

761570

Candida orthopsilosis

(R)-pantolactone + NADP+

-

-

-

?

2-dehydropantolactone + NADPH + H+

100% activity, 99% conversion and more than 99% enantiomeric excess within 5 h

761570

Candida orthopsilosis

(R)-pantolactone + NADP+

-

-

-

?

2-dehydropantolactone + NADPH + H+

-

761570

Candida orthopsilosis 90-125

(R)-pantolactone + NADP+

-

-

-

?

2-dehydropantolactone + NADPH + H+

100% activity, 99% conversion and more than 99% enantiomeric excess within 5 h

761570

Candida orthopsilosis 90-125

(R)-pantolactone + NADP+

-

-

-

?

ethyl 2-oxopropanoate + NADPH + H+

0.496% activity compared to 2-dehydropantolactone

761570

Candida orthopsilosis

ethyl (2R)-2-hydroxypropanoate + NADP+

-

-

-

?

ethyl 2-oxopropanoate + NADPH + H+

0.496% activity compared to 2-dehydropantolactone

761570

Candida orthopsilosis 90-125

ethyl (2R)-2-hydroxypropanoate + NADP+

-

-

-

?

ethyl oxo(phenyl)acetate + NADPH + H+

3.45% activity compared to 2-dehydropantolactone

761570

Candida orthopsilosis

ethyl (2R)-hydroxy(phenyl)acetate + NADP+

-

-

-

?

ethyl oxo(phenyl)acetate + NADPH + H+

3.45% activity compared to 2-dehydropantolactone

761570

Candida orthopsilosis 90-125

ethyl (2R)-hydroxy(phenyl)acetate + NADP+

-

-

-

?

methyl 2-oxopropanoate + NADPH + H+

0.501% activity compared to 2-dehydropantolactone

761570

Candida orthopsilosis

methyl (2R)-2-hydroxypropanoate + NADP+

-

-

-

?

methyl oxo(phenyl)acetate + NADPH + H+

3.94% activity compared to 2-dehydropantolactone

761570

Candida orthopsilosis

methyl (2R)-hydroxy(phenyl)acetate + NADP+

-

-

-

?

additional information

the enzyme does not reduce 4-nitrobenzaldehyde

761570

Candida orthopsilosis

?

-

-

-

-

additional information

the enzyme does not reduce 4-nitrobenzaldehyde

761570

Candida orthopsilosis 90-125

?

-

-

-

-

pyridine 3-aldehyde + NADPH + H+

0.538% activity compared to 2-dehydropantolactone

761570

Candida orthopsilosis

(pyridin-3-yl)methanol + NADP+

-

-

-

?

No.

1st author

Pub Med

title

organims

journal

volume

pages

year

Activating Compound

Application

Cloned(Commentary)

Crystallization (Commentary)

Engineering

General Stability

Inhibitors

KM Value [mM]

Localization

Metals/Ions

Molecular Weight [Da]

Natural Substrates/ Products (Substrates)

Organic Solvent Stability

Organism

Oxidation Stability

Posttranslational Modification

Purification (Commentary)

Reaction

Renatured (Commentary)

Source Tissue

Specific Activity [micromol/min/mg]

Storage Stability

Substrates and Products (Substrate)

Subunits

Synonyms

Temperature Optimum [°C]

Temperature Range [°C]

Temperature Stability [°C]

Turnover Number [1/s]

pH Optimum

pH Range

pH Stability

Cofactor

Ki Value [mM]

pI Value

IC50 Value

Activating Compound (protein specific)

Application (protein specific)

Cloned(Commentary) (protein specific)

Cofactor (protein specific)

Crystallization (Commentary) (protein specific)

Engineering (protein specific)

General Stability (protein specific)

IC50 Value (protein specific)

Inhibitors (protein specific)

Ki Value [mM] (protein specific)

KM Value [mM] (protein specific)

Localization (protein specific)

Metals/Ions (protein specific)

Molecular Weight [Da] (protein specific)

Natural Substrates/ Products (Substrates) (protein specific)

Organic Solvent Stability (protein specific)

Oxidation Stability (protein specific)

Posttranslational Modification (protein specific)

Purification (Commentary) (protein specific)

Renatured (Commentary) (protein specific)

Source Tissue (protein specific)

Specific Activity [micromol/min/mg] (protein specific)

Storage Stability (protein specific)

Substrates and Products (Substrate) (protein specific)

Subunits (protein specific)

Temperature Optimum [°C] (protein specific)

Temperature Range [°C] (protein specific)

Temperature Stability [°C] (protein specific)

Turnover Number [1/s] (protein specific)

pH Optimum (protein specific)

pH Range (protein specific)

pH Stability (protein specific)

pI Value (protein specific)

Expression

General Information

General Information (protein specific)

Expression (protein specific)

KCat/KM [mM/s]

KCat/KM [mM/s] (protein specific)

761008

Cheng

Recombinant expression and mo ...

Candida dubliniensis, Candida dubliniensis CD36

Enzyme Microb. Technol.

126

77-85

2019

-

-

1

-

3

-

11

3

-

-

-

2

-

12

-

-

1

-

-

-

3

-

2

1

2

1

1

1

3

1

-

1

1

-

-

-

-

-

1

1

-

3

-

-

11

-

3

-

-

-

2

-

-

-

1

-

-

3

-

2

1

1

1

1

3

1

-

1

-

-

-

-

-

3

3

761570

Wang

Discovery of a new NADPH-depe ...

Candida orthopsilosis, Candida orthopsilosis 90-125

J. Biotechnol.

291

26-34

2019

-

-

1

-

-

-

9

1

-

1

-

2

-

6

-

-

1

-

-

-

-

-

13

1

2

1

1

1

-

1

1

-

1

-

-

-

-

-

1

1

-

-

-

-

9

-

1

-

1

-

2

-

-

-

1

-

-

-

-

13

1

1

1

1

-

1

1

-

-

-

-

-

-

-

-

347731

Julliard

-

Purification and characterizat ...

Spinacia oleracea

Bot. Acta

107

191-200

1994

-

-

-

-

-

-

3

4

-

-

1

-

-

1

-

-

1

-

-

-

-

1

6

1

-

-

-

1

-

1

-

-

1

1

-

-

-

-

-

1

-

-

-

-

3

1

4

-

-

1

-

-

-

-

1

-

-

-

1

6

1

-

-

1

-

1

-

-

-

-

-

-

-

-

-

347730

Kataoka

Enzymes involved in the NADPH ...

Saccharomyces cerevisiae, Candida parapsilosis, Mucor ambiguus, Mucor ambiguus AKU 3006

Biosci. Biotechnol. Biochem.

56

820-821

1992

-

-

-

-

-

-

-

-

-

-

-

-

-

5

-

-

-

-

-

-

-

-

7

-

-

2

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

7

-

2

-

-

-

-

-

-

-

-

-

-

-

-

-

347723

Hata

Ketopantoyl-lactone reductase ...

Saccharomyces cerevisiae

FEMS Microbiol. Lett.

58

87-90

1989

-

-

-

-

-

-

3

16

-

-

-

1

-

4

-

-

-

-

-

-

-

-

21

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

4

-

16

-

-

-

1

-

-

-

-

-

-

-

-

21

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

347724

Hata

Ketopantoyl-lactone reductase ...

Candida parapsilosis

Biochim. Biophys. Acta

990

175-181

1989

-

-

-

1

-

-

11

4

-

-

2

2

-

10

-

-

1

-

-

-

2

-

12

1

-

1

-

2

-

-

-

2

-

-

-

-

-

-

-

-

1

-

-

-

12

-

4

-

-

2

2

-

-

-

1

-

-

2

-

12

1

1

-

2

-

-

-

2

-

-

-

-

-

-

-

347726

Wilken

Ketopantoyl lactone reductases ...

Saccharomyces cerevisiae

Methods Enzymol.

62

209-215

1979

-

-

-

-

-

1

5

-

-

-

1

1

-

1

-

-

1

-

-

-

1

1

4

-

-

1

-

-

-

2

-

-

-

-

-

-

-

-

-

-

-

-

1

-

5

-

-

-

-

1

1

-

-

-

1

-

-

1

1

4

-

1

-

-

-

2

-

-

-

-

-

-

-

-

-

347725

Wilken

Stereospecificity of pantoyl l ...

Saccharomyces cerevisiae

Arch. Biochem. Biophys.

189

251-255

1978

-

-

-

-

-

-

-

-

-

-

-

1

-

1

-

-

1

-

-

-

-

-

1

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

1

-

-

-

1

-

-

-

-

1

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

286105

Wilken

Ketopantoic acid and ketopanto ...

Saccharomyces cerevisiae

J. Biol. Chem.

250

2311-2314

1975

-

-

-

-

-

-

-

-

-

-

-

1

-

1

-

-

-

-

-

-

-

-

4

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

1

-

-

-

-

-

-

-

-

4

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

347727

King

Ketopantoyl lactone and ketopa ...

Saccharomyces cerevisiae

J. Biol. Chem.

249

4689-4695

1974

-

-

-

-

-

-

-

4

-

-

1

1

-

1

-

-

1

-

-

-

-

-

2

-

-

-

-

-

-

1

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

4

-

-

1

1

-

-

-

1

-

-

-

-

2

-

-

-

-

-

1

-

-

-

-

-

-

-

-

-

286104

King

-

Separation and preliminary stu ...

Saccharomyces cerevisiae

J. Biol. Chem.

247

4096-4098

1972

-

-

-

-

-

-

-

-

-

-

-

2

-

1

-

-

-

-

-

-

-

-

4

-

-

-

-

-

-

1

1

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

-

2

-

-

-

-

-

-

-

-

4

-

-

-

-

-

1

1

-

-

-

-

-

-

-

-