print visible entries

print all entries

Ligand 3-deoxyglucosone

Basic Ligand Information

Molecular Structure

close all tables

open all tables

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

top print hide

Show Natural Substrate (2 entries)

EC NUMBER

LITERATURE

REACTION DIAGRAM

PROVEN IN VIVO REACTION

ENZYME 3D STRUCTURE

1.2.1.23

288137

3-deoxygluconosone + NAD+ + H2O = 3-deoxygluconic acid + NADH + H+

-

1.2.1.49

288145

2-keto-3-deoxy-D-glucose + NADP+ + H2O = 2-keto-3-deoxy-D-gluconic acid + NADPH + H+

-

Substrate in Enzyme-catalyzed Reactions (8 results)

top print hide

Show Substrate (8 entries)

EC NUMBER

LITERATURE

REACTION DIAGRAM

REACTION

ENZYME 3D STRUCTURE

1.1.1.149

740126

3-deoxyglucosone + NADPH + H+ = ?

-

1.1.1.2

286150

3-deoxyglucosone + NADPH = ? + NADP+

-

1.1.1.21

697266, 695881

3-deoxyglucosone + NADPH + H+ = ?

-

1.2.1.23

288137

3-deoxygluconosone + NAD+ + H2O = 3-deoxygluconic acid + NADH + H+

-

1.2.1.36

691121

3-deoxyglucosone + NAD+ + H2O = 2-keto-3-deoxygluconate + NADH + H+

-

1.2.1.49

288145

2-keto-3-deoxy-D-glucose + NADP+ + H2O = 2-keto-3-deoxy-D-gluconate + NADPH + H+

-

1.2.1.49

288145

2-keto-3-deoxy-D-glucose + NADP+ + H2O = 2-keto-3-deoxy-D-gluconic acid + NADPH + H+

-

1.2.1.49

2 entries

1.3.1.20

349254

3-deoxyglucosone + NADPH = ?

-

Product in Enzyme-catalyzed Reactions (1 result)

top print hide

Show Product (1 entry)

EC NUMBER

LITERATURE

REACTION DIAGRAM

REACTION

ENZYME 3D STRUCTURE

1.1.3.10

389649, 389647

3-deoxy-D-glucose + O2 = 2-keto-3-deoxy-D-glucose + H2O2

-

Inhibitor in Enzyme-catalyzed Reactions (1 result)

top print hide

Show Inhibitors (1 entry)

COMMENTARY

EC NUMBER

LITERATURE

ENZYME 3D STRUCTURE

-

1.11.1.9

658798

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (3 results)

top print hide

Show Turnover Number (3 entries)

COMMENTARY

EC NUMBER

LITERATURE

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

at pH 7.4 and 37°C

1.1.1.149

740126

0.183

-

in 0.1 M potassium phosphate, pH 7.4

1.1.1.21

697266

0.2

-

in 0.1 M potassium phosphate, pH 7.4, at 25°C

1.1.1.21

695881

0.75

-

K_M Value (6 results)

top print hide

Show KM Value (6 entries)

COMMENTARY

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

LITERATURE

at pH 7.4 and 37°C

1.1.1.149

1.4

-

740126

in 0.1 M potassium phosphate, pH 7.4

1.1.1.21

0.07

-

697266

in 0.1 M potassium phosphate, pH 7.4, at 25°C

1.1.1.21

0.129

-

695881

-

1.2.1.23

0.47

-

288137

partially purified recombinant ALDH1A1 at pH 7.1 and in the presence of 1 mM NAD

1.2.1.36

0.095

-

691121

-

1.2.1.49

1.2

-

288145

References & Links

Literature References (11)

top print hide

Show Reference (11 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

286150

10443476

Inhibition of human aldehyde reductase by drugs for testing the function of liver and kidney

1999

Shinoda, M.; Mori, S.; Shintani, S.; Ishikura, S.; Hara, A.

Biol. Pharm. Bull.

22

741-744

288137

2721637

Purification of alpha-ketoaldehyde dehydrogenase from the human liver and its possible significance in the control of glycation

1989

Oimomi, M.; Hata, F.; Nakamichi, T.; Baba, S.; Kato, H.

Experientia

45

463-466

288145

4391087

Metabolism of the ketoaldehyde 2-keto-3-deoxyglucose

1968

Jellum, E.

Biochim. Biophys. Acta

165

357-363

349254

7852295

Purification and characterization of dimeric dihydrodiol dehydrogenase from dog liver

1994

Sato, K.; Nakanishi, M.; Deyashiki, Y.; Hara, A.; Matsuura, K.; Ohya, I.

J. Biochem.

116

711-717

389647

11152063

Fungal pyranose oxidases: occurrence, properties and biotechnical applications in carbohydrate chemistry

2000

Giffhorn, F.

Appl. Microbiol. Biotechnol.

54

727-740

389649

11472941

Purification and characterization of pyranose oxidase from the white rot fungus Trametes multicolor

2001

Leitner, C.; Volc, J.; Haltrich, D.

Appl. Environ. Microbiol.

67

3636-3644

658798

12653209

Identification of the binding site of methylglyoxal on glutathione peroxidase: methylglyoxal inhibits glutathione peroxidase activity via binding to glutathione binding sites Arg 184 and 185

2003

Park, Y.S.; Koh, Y.H.; Takahashi, M.; Miyamoto, Y.; Suzuki, K.; Dohmae, N.; Takio, K.; Honke, K.; Taniguchi, N.

Free Radic. Res.

37

205-211

691121

17175089

Identification of 3-deoxyglucosone dehydrogenase as aldehyde dehydrogenase 1A1 (retinaldehyde dehydrogenase 1)

2007

Collard, F.; Vertommen, D.; Fortpied, J.; Duester, G.; Van Schaftingen, E.

Biochimie

89

369-373

695881

19464995

Kinetic studies of AKR1B10, human aldose reductase-like protein: endogenous substrates and inhibition by steroids

2009

Endo, S.; Matsunaga, T.; Mamiya, H.; Ohta, C.; Soda, M.; Kitade, Y.; Tajima, K.; Zhao, H.T.; El-Kabbani, O.; Hara, A.

Arch. Biochem. Biophys.

487

1-9

697266

18845131

Characterization of a rat NADPH-dependent aldo-keto reductase (AKR1B13) induced by oxidative stress

2009

Endo, S.; Matsunaga, T.; Mamiya, H.; Hara, A.; Kitade, Y.; Tajima, K.; El-Kabbani, O.

Chem. Biol. Interact.

178

151-157

740126

23995665

Substrate specificity and inhibitor sensitivity of rabbit 20alpha-hydroxysteroid dehydrogenase

2013

Endo, S.; Arai, Y.; Hara, A.; Kitade, Y.; Bunai, Y.; El-Kabbani, O.; Matsunaga, T.

Biol. Pharm. Bull.

36

1514-1518

Links to other databases for 3-deoxyglucosone

top print hide

Show Links (1 entry)

ChEBI

PubChem

-