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Ligand (Z)-but-2-ene-1,2,3-tricarboxylate

Basic Ligand Information

Molecular Structure

Related pathways

Show all BRENDA pathways known for (Z)-but-2-ene-1,2,3-tricarboxylate

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Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (5 results)

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Show Natural Product (5 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

4.2.1.79

(2S,3S)-2-hydroxybutane-1,2,3-tricarboxylate = (Z)-but-2-ene-1,2,3-tricarboxylate + H2O

-

-

4.2.1.79

(2S,3S)-hydroxybutane-1,2,3-tricarboxylate = (Z)-but-2-ene-1,2,3-tricarboxylate + H2O

488175

-

4.2.1.79

2-Hydroxybutane-1,2,3-tricarboxylate = (Z)-But-2-ene-1,2,3-tricarboxylate + H2O

650059, 651735, 653158

-

4.2.1.79

2-methylcitrate = 2-methyl-cis-aconitate + H2O

-

-

4.2.1.79

4 entries

5.2.1.B4

(R)-4-methyl-cis-aconitate = 2-methyl-cis-aconitate

-

-

Substrate in Enzyme-catalyzed Reactions (2 results)

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Show Substrate (2 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

4.2.1.3

alpha-methyl-cis-aconitate = alpha-methylisocitrate

33788

-

4.2.1.79

(Z)-But-2-ene-1,2,3-tricarboxylate + H2O = 2-Hydroxybutane-1,2,3-tricarboxylate

5898

-

Product in Enzyme-catalyzed Reactions (8 results)

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Show Product (8 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

4.2.1.117

2-methylcitrate = 2-methyl-cis-aconitate + H2O

-

-

4.2.1.79

(2S,3S)-2-hydroxybutane-1,2,3-tricarboxylate = (Z)-but-2-ene-1,2,3-tricarboxylate + H2O

-

-

4.2.1.79

(2S,3S)-hydroxybutane-1,2,3-tricarboxylate = (Z)-but-2-ene-1,2,3-tricarboxylate + H2O

488175

-

4.2.1.79

2-Hydroxybutane-1,2,3-tricarboxylate = (Z)-But-2-ene-1,2,3-tricarboxylate + H2O

5898, 5897, 649188, 650059, 653158, 651735, -

-

4.2.1.79

2-methylcitrate = 2-methyl-cis-aconitate + H2O

-

-

4.2.1.79

4 entries

4.2.1.99

(2S,3R)-3-Hydroxybutane-1,2,3-tricarboxylate = (Z)-But-2-ene-1,2,3-tricarboxylate + H2O

5946, -

-

5.2.1.B4

(R)-4-methyl-cis-aconitate = 2-methyl-cis-aconitate

-

-

5.3.3.7

4-methyl-cis-aconitate = 2-methyl-cis-aconitate

-

-

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

4.2.1.3

0.0089

-

-

33788

4.2.1.3

0.158

-

-

33788

4.2.1.3

2 entries

References & Links

Literature References (9)

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Show Reference (9 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

5897

-

Purification and properties of 2-methylcitrate dehydratase from Yarrowia lipolytica

1981

Aoki, H.; Tabuchi, T.

Agric. Biol. Chem.

45

2831-2837

5898

-

2-Methylcitrate dehydratase, a new enzyme functioning at the methylcitric acid cycle of propionate metabolism

1981

Tabuchi, T.; Aoki, H.; Uchiyama, H.; Nakahara, T.

Agric. Biol. Chem.

45

2823-2929

5946

-

Isolation of 2-methylisocitrate dehydratase, a new enzyme serving in the methylcitric acid cycle for propionate metabolism, from Yallowia lipolytica

1995

Aoki, H.; Uchiyama, H.; Umetsu, H.; Tabucji, T.

Biosci. Biotechnol. Biochem.

59

1825-1828

33788

6093859

pH profiles and isotope effects for aconitases from Saccharomycopsis lipolytica, beef heart, and beef liver. alpha-Methyl-cis-aconitate and threo-Ds-alpha-methylisocitrate as substrates

1984

Schloss, J.V.; Emptage, M.H.; Cleland, W.W.

Biochemistry

23

4572-4580

488175

12473114

Oxidation of propionate to pyruvate in Escherichia coli: Involvement of methylcitrate dehydratase and aconitase

2002

Brock, M.; Maerker, C.; Schuetz, A.; Voelker, U.; Buckel, W.

Eur. J. Biochem.

269

6184-6194

649188

11807258

Pentaerythritol propoxylate: a new crystallization agent and cryoprotectant induces crystal growth of 2-methylcitrate dehydratase

2002

Gulick, A.M.; Horswill, A.R.; Thoden, J.B.; Escalante-Semerena, J.C.; Rayment, I.

Acta Crystallogr. Sect. D

58

306-309

650059

11294638

In vitro conversion of propionate to pyruvate by Salmonella enterica enzymes: 2-methylcitrate dehydratase (PrpD) and aconitase Enzymes catalyze the conversion of 2-methylcitrate to 2-methylisocitrate

2001

Horswill, A.R.; Escalante-Semerena, J.C.

Biochemistry

40

4703-4713

651735

14702315

The acnD genes of Shewenella oneidensis and Vibrio cholerae encode a new Fe/S-dependent 2-methylcitrate dehydratase enzyme that requires prpF function in vivo

2004

Grimek, T.L.; Escalante-Semerena, J.C.

J. Bacteriol.

186

454-462

653158

11782506

AcnC of Escherichia coli is a 2-methylcitrate dehydratase (PrpD) that can use citrate and isocitrate as substrates

2002

Blank, L.; Green, J.; Guest, J.R.

Microbiology

148

133-146

Links to other databases for (Z)-but-2-ene-1,2,3-tricarboxylate

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