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Basic Ligand Information
Roles as Enzyme Ligand
Enzyme Kinetic Parameters
References & Links
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Ligand tartronate semialdehyde

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Basic Ligand Information

Molecular Structure

Picture of tartronate semialdehyde (click for magnification)

Molecular Formula

BRENDA Name

InChIKey

C₃H₄O₄

tartronate semialdehyde

QWBAFPFNGRFSFB-UHFFFAOYSA-N

Synonyms:

2-hydroxy-3-oxopropanoate, tartronic semialdehyde

Pathway Source

Pathways

BRENDA

degradation of sugar acids, glycolate and glyoxylate degradation

KEGG

Ascorbate and aldarate metabolism, Glyoxylate and dicarboxylate metabolism

MetaCyc

D-galactarate degradation I, D-glucarate degradation I, glycolate and glyoxylate degradation I

Show all BRENDA pathways known for tartronate semialdehyde

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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

1.1.1.60

tartronate semialdehyde + NAD(P)H = (R)-glycerate + NAD(P)+

287164, 287165, 287166, 287162, 4589

1.1.1.60

tartronate semialdehyde + NADH = (R)-glycerate + NAD+

tartronic semialdehyde = hydroxypyruvate

727247

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

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Show Natural Product (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

4.1.1.47

2 glyoxylate = tartronate semialdehyde + CO2

4.1.1.47

Glyoxylate = Tartronate semialdehyde + CO2

4.1.1.47

2 entries

Substrate in Enzyme-catalyzed Reactions (7 results)

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EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.60

2-hydroxy-3-oxopropanoate + NADH + H+ = D-glycerate + NAD+

726270

1.1.1.60

tartronate semialdehyde + NAD(P)H = (R)-glycerate + NAD(P)+

287168, 287167, 287164, 287165, 287166, 287162, 4589

1.1.1.60

tartronate semialdehyde + NADH + H+ = (R)-glycerate + NAD+

699856

1.1.1.60

tartronate semialdehyde + NADH = (R)-glycerate + NAD+

699856

4.1.2.20

Pyruvate + tartronate semialdehyde = 2-Dehydro-3-deoxy-D-glucarate

4971

4.1.2.20

Pyruvate + tartronate semialdehyde = 5-Dehydro-4-deoxy-D-glucarate

tartronic semialdehyde = hydroxypyruvate

727247

Product in Enzyme-catalyzed Reactions (9 results)

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Show Product (9 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.60

D-glycerate + NADP+ = 2-hydroxy-3-oxopropanoate + NADPH + H+

1.1.1.60

L-glycerate + NADP+ = 2-hydroxy-3-oxopropanoate + NADPH + H+

1.1.1.60

(R)-glycerate + NAD(P)+ = tartronate semialdehyde + NAD(P)H

287168, 287167, 287162

4.1.1.47

2 glyoxylate = tartronate semialdehyde + CO2

4.1.1.47

Glyoxylate = Tartronate semialdehyde + CO2

4584, 4586, 4591, , 4587, 4588, 4590, 4585, 4589

Dihydrofumarate = Tartronate semialdehyde + CO2

4.1.2.20

2-dehydro-3-deoxy-D-glucarate = pyruvate + tartronate semialdehyde

4971, 5078, , 5082, 649100

4.1.2.20

5-dehydro-4-deoxy-D-glucarate = pyruvate + tartronate semialdehyde

5078, 5082, 5080

4.1.2.20

2 entries

5.3.1.22

Hydroxypyruvate = 2-Hydroxy-3-oxopropanoate

, 2658

Enzyme Kinetic Parameters

K_M Value (2 results)

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Show KM Value (2 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.1.60

0.00019

pH 8.5, 40°C

726270

1.1.1.60

0.05

0.4

287164, 287165, 287166, 287162

1.1.1.60

2 entries

References & Links

Literature References (23)

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Show Reference (23 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

2658

7448201

Purification and some properties of hydroxypyruvate isomerase of Bacillus fastidiosus

1980

De Windt, F.E.; van der Drift, C.

Biochim. Biophys. Acta

613

556-562

4584

1107332

Escherichia coli glyoxalate carboligase

1976

Cromartie, T.H.; Walsh, C.T.

J. Biol. Chem.

251

329-333

4585

5160157

Glyoxylate carboxy-lyase activity in the unicellular green alga Gloeomonas sp.

1971

Badour, S.S.; Waygood, E.R.

Biochim. Biophys. Acta

242

493-499

4586

14257608

Glyoxylate carboligase of Escherichia coli: a flavoprotein

1964

Gupta, N.K.; Vennesland, B.

J. Biol. Chem.

239

3787-3789

4587

Inhibition of purine utilization by adenine in Alcaligenes eutrophus H16

1980

Eschmann, K.; Kaltwasser, H.

Arch. Microbiol.

125

29-34

4588

Untersuchungen zum Glyoxylsäurestoffwechsel von Bacillus fastidiosus Stamm 83

1979

Braun, W.; Kaltwasser, H.

Arch. Microbiol.

121

129-134

4589

623498

Metabolic regulation in Pseudomonas oxalaticus OX1. Autotrophic and heterotrophic growth on mixed substrates

1978

Dijkhuizen, L.; Knight, M.; Harder, W.

Arch. Microbiol.

116

77-83

4590

1015949

Photorespiration in diatoms. IV. Two pathways of glycolate metabolism in synchronized cultured of Cylindrotheca fusiformis

1976

Paul, J.S.; Volcani, B.E.

Arch. Microbiol.

110

247-252

4591

8440684

Molecular cloning, DNA sequencing, and biochemical analyses of Escherichia coli glyoxylate carboligase

1993

Chang, Y.Y.; Wang, A.Y.; Cronan, J.E.

J. Biol. Chem.

268

3911-3919

4971

2-Keto-3-deoxy-6-phosphogluconic and related aldolases

1972

Wood, W.A.

The Enzymes, 3rd Ed. (Boyer, P. D. , ed. )

281-302

5078

2-keto-3-deoxy-D-Glucarate aldolase

1966

Fish, D.C.; Blumenthal, H.J.

Methods Enzymol.

529-534

5080

4573270

Bacterial hydrolases and aldolases in evolution

1973

Jeffcoat, R.; Dagley, S.

Nature New Biol.

241

186-187

5082

2187374

Specific enzymatic assay for D-glucarate in human serum

1990

Blumenthal, H.J.; Lucuta, V.L.; Blumenthal, D.C.

Anal. Biochem.

185

286-293

287162

6614900

Glyoxylate conversion by Hyphomicrobium species grown on allantoin as nitrogen source

1983

Van der Drift, C.; de Windt, F.E.

Antonie van Leeuwenhoek

167-172

287164

4300866

Tartaric acid metabolism. 8. Crystalline tartronic semialdehyde reductase

1968

Kohn, L.

J. Biol. Chem.

243

4426-4433

287165

Tartronic semialdehyde reductase (crystalline)

1966

Kornberg, H.L.; Gotto, A.M.

Methods Enzymol.

240-247

287166

13900766

The metabolism of C2 compounds in micro-organisms

1961

Gotto, A.M.; Kornberg, H.L.

Biochem. J.

273-284

287167

10978349

Novel beta-hydroxyacid dehydrogenases in Escherichia coli and Haemophilus infuenzae

2000

Ijau, R.K.; Herndon, C.A.; Hawes, J.W.

J. Biol. Chem.

275

38780-38786

287168

11306094

New developments in our understanding of the beta-hydroxyacid dehydrogenases

2001

Njau, R.K.; Herndon, C.A.; Hawes, J.W.

Chem. Biol. Interact.

130-132

785-791

649100

Rhombohedral crystals of 2-dehydro-3-deoxygalactarate aldolase from Escherichia coli

1999

Blackwell, N.C.; Cullis, P.M.; Cooper, R.A.; Izard, T.

Acta Crystallogr. Sect. D

1368-1369

699856

19184529

X-ray crystal structure of GarR - tartronate semialdehyde reductase from Salmonella typhimurium

2009

Osipiuk, J.; Zhou, M.; Moy, S.; Collart, F.; Joachimiak, A.

J. Struct. Funct. Genomics

249-253

726270

21305026

Tartronate semialdehyde reductase defines a novel rate-limiting step in assimilation and bioconversion of glycerol in Ustilago maydis

2011

Liu, Y.; Koh, C.; Sun, L.; Ji, L.

PLoS ONE

e16438

727247

22104170

An engineered pathway for glyoxylate metabolism in tobacco plants aimed to avoid the release of ammonia in photorespiration

2011

Carvalho, J.d.e..F.; Madgwick, P.J.; Powers, S.J.; Keys, A.J.; Lea, P.J.; Parry, M.A.

BMC Biotechnol.

111

Links to other databases for tartronate semialdehyde

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PubChem

Ligand tartronate semialdehyde

Basic Ligand Information

Roles as Enzyme Ligand

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

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

Substrate in Enzyme-catalyzed Reactions (7 results)

Product in Enzyme-catalyzed Reactions (9 results)

Enzyme Kinetic Parameters

KM Value (2 results)

References & Links

Literature References (23)

Links to other databases for tartronate semialdehyde

K_M Value (2 results)