Ligand view of glutaconyl-CoA (3204 - URTLOTISFJPPOU-DEGQQWIJSA-N)

C₂₆H₄₀N₇O₁₉P₃S

glutaconyl-CoA

URTLOTISFJPPOU-DEGQQWIJSA-N

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BRENDA

glutamate and glutamine metabolism, tryptophan metabolism

KEGG

Benzoate degradation, Butanoate metabolism, Microbial metabolism in diverse environments

MetaCyc

crotonate fermentation (to acetate and cyclohexane carboxylate), glutaryl-CoA degradation, L-glutamate degradation V (via hydroxyglutarate), L-glutamate degradation XI (reductive Stickland reaction)

7.2.4.5

2 entries

1.3.99.32

glutaryl-CoA + FAD = glutaconyl-CoA + FADH2

-

2.8.3.12

acetyl-CoA + (E)-glutaconate = acetate + glutaconyl-1-CoA

645952

-

4.2.1.167

(R)-2-hydroxyglutaryl-CoA = (E)-glutaconyl-CoA + H2O

-

(E)-glutaconyl-CoA + H2O = (R)-2-hydroxyglutaryl-CoA

738150, 733328

-

4.2.1.18

(E)-glutaconyl-CoA = ?

677848, 679737

-

6.4.1.4

glutaconyl-CoA + H+ = crotonyl-CoA + CO2

-

glutaryl-CoA + FAD = glutaconyl-CoA + FADH2

-

2.8.3.12

acetyl-CoA + (E)-glutaconate = acetate + glutaconyl-1-CoA

645956, 94485, 645955, 645953, 645952, -

-

4.2.1.167

(R)-2-hydroxyglutaryl-CoA = (E)-glutaconyl-CoA + H2O

-

6.2.1.6

ATP + glutaconate + CoA = ADP + phosphate + glutaconyl-CoA

-

6.4.1.4

ATP + crotonyl-CoA + HCO3- = ADP + phosphate + glutaconyl-CoA

-

-

-

product inhibition

-

0.017

-

cosubstrate glutarate

6

11

28°C, pH 7.5

391416

94485

9089292

Conversion of glutaconate CoA-transferase from Acidaminococcus fermentans into an acyl-CoA hydrolase by site-directed mutagenesis

1997

Mack, M.; Buckel, W

FEBS Lett.

405

209-212

391412

4304226

Mammalian metabolism of glutaric acid

1969

Besrat, A.; Polan, C.E.; Henderson, L.M.

J. Biol. Chem.

244

1461-1467

391416

8439237

Purification of glutaryl-CoA dehydrogenase from Pseudomonas sp., an enzyme involved in the anaerobic degradation of benzoate

1993

Haertel, U.; Eckel, E.; Koch, J.; Fuchs, G.; Linder, D.; Buckel, W.

Arch. Microbiol.

159

174-181

391417

10985795

Proton abstraction reaction, steady-state kinetics, and oxidation-reduction potential of human glutaryl-CoA dehydrogenase

2000

Dwyer, T.M.; Rao, K.S.; Goodman, S.I.; Frerman, F.E.

Biochemistry

39

11488-11499

391418

11705404

Binding, hydration, and decarboxylation of the reaction intermediate glutaconyl-Coenzyme A by human Glutaryl-CoA dehydrogenase

2001

Westover, J.B.; Goodman, S.I.; Frerman, F.E.

Biochemistry

40

14106-14114

645952

6945182

Glutaconate CoA-transferase from Acidaminococcus fermentans

1981

Buckel, W.; Dorn, U.; Semmler, R.

Eur. J. Biochem.

118

315-321

645953

1872995

Synthesis and properties of (R)-2-hydroxyglutaryl-1-CoA. (R)-2-hydroxyglutaryl-5-CoA, an erroneous product of glutaconate CoA-transferase

1991

Klees, A.G.; Buckel, W.

Biol. Chem. Hoppe-Seyler

372

319-324

645955

7805881

Identification of glutamate beta54 as the covalent-catalytic residue in the active site of glutaconate CoA-transferase from Acidaminococcus fermentans

1995

Mack, M.; Buckel, W.

FEBS Lett.

357

145-148

645956

9083111

Glutaconate CoA-transferase from Acidaminococcus fermentans: the crystal structure reveals homology with other CoA-transferases

1997

Jacob, U.; Mack, M.; Clausen, T.; Huber, R.; Buckel, W.; Messerschmidt, A.

Structure

5

415-426

648353

6628393

Purification, characterisation and reconstitution of glutaconyl-CoA decarboxylase, a biotin-dependent sodium pump from anaerobic bacteria

1983

Buckel, W.; Semmler, R.

Eur. J. Biochem.

136

427-434

648354

-

On the structure and function of glutaconyl-CoA, a biotin dependent sodium pump from anaerobic bacteria

1986

Wohlfarth, G.; Buckel, P.; Buckel, W.

Prog. Biotechnol.

2

111-116

648355

2244788

The biotin-dependent sodium ion pump glutaconyl-CoA decarboxylase from Fusobacterium nucleatum (subsp. nucleatum)

1990

Beatrix, B.; Bendrat, K.; Rospert, S.; Buckel, W.

Arch. Microbiol.

154

362-369

648356

2422027

The sodium pump glutaconyl-CoA decarboxylase from Acidaminococcus fermentans. Specific cleavage by n-alkanols

1986

Buckel, W.; Liedke, H.

Eur. J. Biochem.

156

251-257

648357

2422028

Substrate stereochemistry of the biotin-dependent sodium pump glutacoynl-CoA decarboxylase from Acidaminococcus fermentans

1986

Buckel, W.

Eur. J. Biochem.

156

259-263

648358

-

Biotin-dependent decarboxylases as bacterial sodium pumps: Purification and reconstitution of glutaconyl-CoA decarboxylase from Acidaminococcus fermentans

1986

Buckel, W.

Methods Enzymol.

125

547-558

648359

10027965

The sodium ion translocating glutaconyl-CoA decarboxylase from Acidaminococcus fermentans: cloning and function of the genes forming a second operon

1999

Braune, A.; Bendrat, K.; Rospert, S.; Buckel, W.

Mol. Microbiol.

31

473-487

648362

-

Energetics and biochemistry of fermentative benzoate degradation by Syntrophus gentianae

1999

Schocke, L.; Schink, B.

Arch. Microbiol.

171

331-337

653128

10989437

Characterization of 3-methylcrotonyl-CoA carboxylase from plants

2000

Wurtele, E.S.; Nikolau, B.J.

Methods Enzymol.

324

280-292

671986

16229482

Protonation of crotonyl-CoA dienolate by human glutaryl-CoA dehydrogenase occurs by solvent-derived protons

2005

Rao, K.S.; Albro, M.; Zirrolli, J.A.; Vander Velde, D.; Jones, D.N.M.; Frerman, F.E.

Biochemistry

44

13932-13940

672117

17176108

Kinetic mechanism of glutaryl-CoA dehydrogenase

2006

Rao, K.S.; Albro, M.; Dwyer, T.M.; Frerman, F.E.

Biochemistry

45

15853-15861

677848

16482430

3-Methylglutaconyl-CoA hydratase from Acinetobacter sp

2006

Mack, M.; Liesert, M.; Zschocke, J.; Peters, V.; Linder, D.; Buckel, W.

Arch. Microbiol.

185

297-306

679737

16640564

Biochemical characterization of human 3-methylglutaconyl-CoA hydratase and its role in leucine metabolism

2006

Mack, M.; Schniegler-Mattox, U.; Peters, V.; Hoffmann, G.F.; Liesert, M.; Buckel, W.; Zschocke, J.

FEBS J.

273

2012-2022

685122

18020372

The effect of a Glu370Asp mutation in glutaryl-CoA dehydrogenase on proton transfer to the dienolate intermediate

2007

Rao, K.S.; Fu, Z.; Albro, M.; Narayanan, B.; Baddam, S.; Lee, H.J.; Kim, J.J.; Frerman, F.E.

Biochemistry

46

14468-14477

712280

19395484

Decarboxylating and nondecarboxylating glutaryl-coenzyme A dehydrogenases in the aromatic metabolism of obligately anaerobic bacteria

2009

Wischgoll, S.; Taubert, M.; Peters, F.; Jehmlich, N.; von Bergen, M.; Boll, M.

J. Bacteriol.

191

4401-4409

733328

21434666

Substrate specificity of 2-hydroxyglutaryl-CoA dehydratase from Clostridium symbiosum: toward a bio-based production of adipic acid

2011

Parthasarathy, A1.; Pierik, A.J.; Kahnt, J.; Zelder, O.; Buckel, W.

Biochemistry

50

3540-3550

Ligand glutaconyl-CoA

Basic Ligand Information

Related pathways

Roles as Enzyme Ligand

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

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

Substrate in Enzyme-catalyzed Reactions (16 results)

Product in Enzyme-catalyzed Reactions (5 results)

Inhibitor in Enzyme-catalyzed Reactions (2 results)

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (5 results)

K_M Value (8 results)

References & Links

Literature References (29)

Links to other databases for glutaconyl-CoA

Ligand glutaconyl-CoA

Basic Ligand Information

Related pathways

Roles as Enzyme Ligand

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

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

Substrate in Enzyme-catalyzed Reactions (16 results)

Product in Enzyme-catalyzed Reactions (5 results)

Inhibitor in Enzyme-catalyzed Reactions (2 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (5 results)

KM Value (8 results)

References & Links

Literature References (29)

Links to other databases for glutaconyl-CoA

k_cat Value (Turnover Number) (5 results)

K_M Value (8 results)