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Ligand 2-keto-L-gulonate

Basic Ligand Information

Molecular Structure

Show all BRENDA pathways known for 2-keto-L-gulonate

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

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Show Natural Substrate (3 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.215

2-oxo-L-gulonate + NADPH + H+ = L-idonate + NADP+

721369

-

1.1.1.272

2-dehydro-L-gulonic acid + NADPH + H+ = L-idonate + NADP+

742168

-

1.1.1.346

2-dehydro-L-gulonate + NADP+ = 2,5-didehydro-D-gluconate + NADPH + H+

741575, 742259

-

In Vivo Product in Enzyme-catalyzed Reactions (1 result)

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Show Natural Product (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.274

2,5-didehydro-D-gluconate + NADPH = 2-oxo-L-gulonic acid + NADP+

0

-

Substrate in Enzyme-catalyzed Reactions (7 results)

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Show Substrate (7 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.215

2-keto-L-gulonate + NADPH = L-idonate + NADP+

286279, 286273, 286274, 286275, 286278

-

1.1.1.215

2-oxo-L-gulonate + NADH + H+ = L-idonate + NAD+

741418

-

1.1.1.215

2-oxo-L-gulonate + NADPH + H+ = L-idonate + NADP+

721369, 761153

-

1.1.1.215

3 entries

1.1.1.272

2-dehydro-L-gulonic acid + NADPH + H+ = L-idonate + NADP+

742168

-

1.1.1.346

2-dehydro-L-gulonate + NADP+ = 2,5-didehydro-D-gluconate + NADPH + H+

440304, 741575, 742259

-

1.1.1.346

2-dehydro-L-gulonate + NADPH + H+ = L-idonate + NADP+

286278

-

1.1.1.346

2 entries

1.1.1.45

2-keto-L-gulonate + NADH = 2,3-diketo-L-gulonate + NAD+

286905

-

Product in Enzyme-catalyzed Reactions (9 results)

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Show Product (9 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.215

L-idonate + NADP+ = 2-keto-L-idonate + NADPH

286273, 286274, 286275

-

1.1.1.215

L-idonate + NAD+ = 2-oxo-L-gulonate + NADH + H+

0

-

1.1.1.215

L-idonate + NADP+ = 2-oxo-L-gulonate + NADPH + H+

0

-

1.1.1.274

2,5-didehydro-D-gluconate + NADH = 2-keto-L-gulonate + NAD+

0, 440304

-

1.1.1.274

2,5-didehydro-D-gluconate + NADPH = 2-keto-L-gulonate + NADP+

440312, 440303, 440306, 440304

-

1.1.1.274

2,5-didehydro-D-gluconate + NADPH = 2-oxo-L-gulonic acid + NADP+

0

-

1.1.1.215

3 entries

1.1.1.274

3 entries

1.1.1.346

2,5-didehydro-D-gluconate + NADPH + H+ = 2-dehydro-L-gulonate + NADP+

0

-

1.1.1.411

L-idonate + NAD+ = L-sorbosonic acid + NADH + H+

0

-

1.1.99.12

L-sorbosone + acceptor = 2-keto-L-gulonate + reduced acceptor

287728

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (1 result)

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Show Turnover Number (1 entry)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.1.1.215

21.4

-

pH 7, temperature not specified in the publication

761153

K_M Value (3 results)

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Show KM Value (3 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.1.215

25.3

-

pH 7, temperature not specified in the publication

761153

1.1.1.215

91

-

-

286273

1.1.1.215

2 entries

1.1.1.346

204

-

at pH 9.2 and 25°C

440304

References & Links

Literature References (17)

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Show Reference (17 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

286273

-

Purification, crystallization and properties of 2-ketogluconate reductase from Acetobacter rancens

1976

Chiyonobu, T.; Shinagawa, E.; Adachi, O.; Ameyama, M.

Agric. Biol. Chem.

40

175-184

286274

-

Crystalline 2-ketogluconate reductase from Acetobacter ascendens, the second instance of crystalline enzyme in genus Acetobacter

1978

Adachi, O.; Chiyonobu, T.; Shinagawa, E.; Matsushita, K.; Ameyama, M.

Agric. Biol. Chem.

42

2057-2062

286275

-

2-keto-D-Gluconate reductase from acetic acid bacteria

1982

Ameyama, M.; Adachi, O.

Methods Enzymol.

89

203-210

286278

9501529

Purification and characterization of the 2-ketoaldonate reductase from Brevibacterium ketosoreductum ATCC21914

1998

Yum, D-Y.; Bae, S-S.; Pan, J-G.

Biosci. Biotechnol. Biochem.

62

154-156

286279

9811658

The yiaE gene, located at 80.1 minutes on the Escherichia coli chromosome, encodes a 2-ketoaldonate reductase

1998

Yum, D-Y.; Lee, B-Y.; Hahm, D-H.; Pan, J-G.

J. Bacteriol.

180

5984-5988

286905

-

Purification and properties of beta-L-hydroxy acid dehydrogenase

1961

Smiley, J.D.; Ashwell, G.

J. Biol. Chem.

236

357-364

287728

27392874

Isolation and Characterization of a New Quinoprotein Dehydrogenase, L-Sorbose/L-Sorbosone Dehydrogenase.

1999

Asakura, A.; Hoshino, T.

Biosci. Biotechnol. Biochem.

63

46-53

440303

-

Purification and properties of two 2,5-diketo-D-gluconate reductases from a mutant strain derived from Corynebacterium sp

1987

Sonoyama, T.; Kobayashi, K.

J. Ferment. Technol.

65

311-317

440304

3597405

Purification and characterization of 2,5-diketo-D-gluconate reductase from Corynebacterium sp

1987

Miller, J.V.; Estell, D.A.; Lazarus, R.A.

J. Biol. Chem.

262

9016-9020

440306

10427017

Identification of the yqhE and yafB genes encoding two 2,5-diketo-D-gluconate reductases in Escherichia coli

1999

Yum, D.Y.; Lee, B.Y.; Pan, J.G.

Appl. Environ. Microbiol.

65

3341-3346

440312

11934293

Purification and identification of an Escherichia coli beta-keto ester reductase as 2,5-diketo-D-gluconate reductase YqhE

2002

Habrych, M.; Rodriguez, S.; Stewart, J.D.

Biotechnol. Prog.

18

257-261

721369

20676631

Characterization of enzymes involved in the central metabolism of Gluconobacter oxydans

2010

Rauch, B.; Pahlke, J.; Schweiger, P.; Deppenmeier, U.

Appl. Microbiol. Biotechnol.

88

711-718

741418

27189775

A novel pathway for fungal D-glucuronate catabolism contains an L-idonate forming 2-keto-L-gulonate reductase

2016

Kuivanen, J.; Sugai-Guerios, M.H.; Arvas, M.; Richard, P.

Sci. Rep.

6

26329

741575

23356419

Evaluation of the food grade expression systems NICE and pSIP for the production of 2,5-diketo-D-gluconic acid reductase from Corynebacterium glutamicum

2013

Kaswurm, V.; Nguyen, T.T.; Maischberger, T.; Kulbe, K.D.; Michlmayr, H.

AMB Express

3

7-17

742168

24068509

Crystallization and structural analysis of 2-hydroxyacid dehydrogenase from Ketogulonicigenium vulgare

2014

Han, X.; Xiong, X.; Hu, X.; Li, M.; Zhang, W.; Liu, X.

Biotechnol. Lett.

36

295-300

742259

25614138

Cloning, expression and characterization of a putative 2,5-diketo-D-gluconic acid reductase in Comamonas testosteroni

2015

Chen, Y.; Ji, W.; Zhang, H.; Zhang, X.; Yu, Y.

Chem. Biol. Interact.

234

229-235

761153

28261181

Clustered genes encoding 2-keto-L-gulonate reductase and L-idonate 5-dehydrogenase in the novel fungal D-glucuronic acid pathway

2017

Kuivanen, J.; Arvas, M.; Richard, P.

Front. Microbiol.

8

225

Links to other databases for 2-keto-L-gulonate

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ChEBI

PubChem