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Ligand aminomalonic acid

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

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

2.6.1.47

DL-alanine + oxomalonate = pyruvate + aminomalonic acid

0

-

Substrate in Enzyme-catalyzed Reactions (5 results)

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Show Substrate (5 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.29

acetyl-CoA + aminomalonate = CoA + CO2 + 2-amino-3-oxobutanoate

486744

-

4.1.1.12

Aminomalonate = Gly + CO2

3952, 3955

-

4.1.1.64

alpha-Aminomalonate + pyruvate + O2 = Ala + ? + CO2

4754

-

4.1.1.64

alpha-Aminomalonate + pyruvate = Gly + ? + CO2

4754

-

4.1.1.64

2 entries

6.1.1.12

ATP + 2-aminomalonic acid + tRNAAsp = ?

114

-

Product in Enzyme-catalyzed Reactions (3 results)

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Show Product (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.6.1.45

L-alanine + 2-oxomalonate = pyruvate + 2-aminomalonate

636701

-

2.6.1.45

L-serine + 2-oxomalonate = 3-hydroxypyruvate + 2-aminomalonate

636693, 636701, 0

-

2.6.1.45

2 entries

2.6.1.47

DL-alanine + oxomalonate = pyruvate + aminomalonic acid

636686, 0

-

Inhibitor in Enzyme-catalyzed Reactions (10 results)

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Show Inhibitors (10 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.29

-

486740

-

2.3.1.37

-

486819, 486820

-

2.3.1.37

competitive versus glycine

486821

-

2.3.1.37

weak

486860

-

2.3.1.37

3 entries

4.1.1.12

decarboxylation is accompanied by a slower reaction in which the enzyne becomes irreversibly inactivated, and in which aminomalonate becomes tightly bound to the enzyme

3952

-

4.3.1.10

10 mM, 44% inhibition

6032

-

5.1.1.18

-

747702

-

6.1.1.12

inhibits transfer of Asp to tRNA

114

-

6.3.5.4

-

1713

-

6.3.5.4

competitive versus L-Asp

1682, 858

-

6.3.5.4

2 entries

3D Structure of Enzyme-Ligand-Complex (PDB) (26 results)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (26 entries)

EC NUMBER

ENZYME 3D STRUCTURE

2.7.7.6

4mq9, 3D-view

2.7.7.6

4oin, 3D-view

2.7.7.6

4oip, 3D-view

2.7.7.6

4oiq, 3D-view

2.7.7.6

4oir, 3D-view

2.7.7.6

4mq9, 3D-view

2.7.7.6

4oin, 3D-view

2.7.7.6

4oip, 3D-view

2.7.7.6

4oiq, 3D-view

2.7.7.6

4oir, 3D-view

2.7.7.6

4mq9, 3D-view

2.7.7.6

4oin, 3D-view

2.7.7.6

4oip, 3D-view

2.7.7.6

4oiq, 3D-view

2.7.7.6

4oir, 3D-view

2.7.7.6

4mq9, 3D-view

2.7.7.6

4oin, 3D-view

2.7.7.6

4oip, 3D-view

2.7.7.6

4oiq, 3D-view

2.7.7.6

4oir, 3D-view

2.7.7.6

4mq9, 3D-view

2.7.7.6

4oin, 3D-view

2.7.7.6

4oip, 3D-view

2.7.7.6

4oiq, 3D-view

2.7.7.6

4oir, 3D-view

2.7.7.6

25 entries

3.1.6.8

1auk, 3D-view

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

4.1.1.64

0.025

-

with pyruvate as cosubstrate, oxidative decarboxylation

4754

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

4.1.1.12

3

-

-

3955

6.1.1.12

8

-

ATP-diphosphate exchange

114

K_i Value (2 results)

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Show KI Value (2 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.3.1.29

0.14

-

-

486740

2.3.1.37

0.023

-

-

486821

References & Links

Literature References (18)

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Show Reference (18 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

114

-

Amino acid substrate specificity of asparaginyl-, aspartyl- and glutaminyl-tRNA synthetase isolated from higher plants

1973

Lea, P.J.; Fowden, L.

Phytochemistry

12

1903-1916

858

-

Asparagine synthesis

1974

Meister, A.

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

10

561-580

1682

39555

Partial purification and properties of L-asparagine synthetase from mouse pancreas

1979

Milman, H.A.; Cooney, D.A.

Biochem. J.

181

51-59

1713

5076775

Glutamine-dependent asparagine synthetase from leukemia cells. Chloride dependence mechanism of action and inhibition

1972

Horowitz, B.; Meister, A.

J. Biol. Chem.

247

6708-6719

3952

5424207

Inhibition of aspartate beta-decarboxylase by aminomalonate. Stereospecific decarboxylation of aminomalonate to glycine

1970

Palekar, A.G.; Tate, S.S.; Meister, A.

Biochemistry

9

2310-2315

3955

4950473

L-Aspartate-beta-decarboxylase. Structure, catalytic activities, and allosteric regulation

1971

Tate, S.S.; Meister, A.

Adv. Enzymol. Relat. Areas Mol. Biol.

35

503-543

4754

9521707

Reactions of alternate substrates demonstrate stereoelectronic control of reactivity in dialkylglycine decarboxylase

1998

Sun, S.; Zabinski, R.F.; Toney, M.D.

Biochemistry

37

3865-3875

6032

4772681

Studies on the inhibition of the L-serine O-sulphate-degrading system of pig liver and the topography of its active site

1973

Tudball, N.; Thomas, P.

Eur. J. Biochem.

40

25-29

486740

3117785

Purification, properties, and N-terminal amino acid sequence of homogeneous Escherichia coli 2-amino-3-ketobutyrate CoA ligase, a pyridoxal phosphate-dependent enzyme

1987

Mukherjee, J.J.; Dekker, E.E.

J. Biol. Chem.

262

14441-14447

486744

3091598

Purification and properties of aminoacetone synthetase from beef liver mitochondria

1986

Fubara, B.; Eckenrode, F.; Tressel, T.; Davis, L.

J. Biol. Chem.

261

12189-12196

486819

3702741

Purification of 5-aminolevulinate synthase

1986

Jordan, P.M.; Laghai-Newton, A.

Methods Enzymol.

123

435-443

486820

-

delta-Aminolevulinic acid synthetase

1972

Jordan, P.M.; Shemin, D.

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

7

339-356

486821

309883

Studies on delta-aminolevulinic acid synthase of Rhodopseudomonas spheroides. Reversibility of the reaction, kinetic, spectral, and other studies related to the mechanism of action

1978

Nandi, D.L.

J. Biol. Chem.

253

8872-8877

486860

12119044

Involvement of delta-aminolevulinate synthase encoded by the parasite gene in de novo heme synthesis by Plasmodium falciparum

2002

Varadharajan, S.; Dhanasekaran, S.; Bonday, Z.Q.; Rangarajan, P.N.; Padmanaban, G.

Biochem. J.

367

321-327

636686

13504217

Enzymatic formation of aminomalonic acid from ketomalonic acid

1958

Nagayama, H.; Muramatsu, M.; Shimura, K.

Nature

181

417-418

636693

2114288

Purification and characterization of serine-glyoxylate aminotransferase from a serine-producing methylotroph, Hyphomicrobium methylovorum GM2

1990

Izumi, Y.; Yoshida, T.; Yamada, H.

Eur. J. Biochem.

190

285-290

636701

11368164

Initial velocity, spectral, and pH studies of the serine-glyoxylate aminotransferase from Hyphomicrobiuim methylovorum

2001

Karsten, W.E.; Ohshiro, T.; Izumi, Y.; Cook, P.F.

Arch. Biochem. Biophys.

388

267-275

747702

25462239

Malonate-based inhibitors of mammalian serine racemase kinetic characterization and structure-based computational study

2015

Vorlova, B.; Nachtigallova, D.; Jiraskova-Vanickova, J.; Ajani, H.; Jansa, P.; Rezac, J.; Fanfrlik, J.; Otyepka, M.; Hobza, P.; Konvalinka, J.; Lepsik, M.

Eur. J. Med. Chem.

89

189-197

Links to other databases for aminomalonic acid

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Show Links (1 entry)

ChEBI

PubChem