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• • Molecular Structure
  • Sum Formula
  • BRENDA Name
  • Synonyms
  • InChIKey
• Roles as Enzyme Ligand
• • In Vivo Substrate
  • In Vivo Product
  • Substrate
  • Product
  • Cofactor
  • Activator
  • Inhibitor
  • Metals and Ions
  • 3D Structure (PDB)
• Enzyme Kinetic Parameters
• • k_cat Value (Turnover Number)
  • K_M Value
  • K_i Value
  • IC₅₀ Value
• References & Links
• • References
  • Links

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Ligand N-methylethanolamine

Basic Ligand Information

Molecular Structure

Show all pathways known for N-methylethanolamine

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Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (11 results)

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Show Substrate (11 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.3.17

N-methylethanolamine + O2 = N-methylethanalamine + H2O2

654371

-

1.1.3.17

2-methylaminoethanol + 2 O2 + H2O = ? + 2 H2O2

724598

-

1.14.13.238

methylethanolamine + NADH + H+ + O2 = ?

743014

-

1.14.13.238

n-methylethanolamine + NADH + H+ + O2 = ?

741840

-

1.1.3.17

2 entries

1.14.13.238

2 entries

1.5.8.1

methylethanolamine + H2O + acceptor = ?

393880

-

2.3.1.91

1-O-sinapoyl-beta-D-glucose + 2-methylaminoethanol = beta-D-glucose + sinapoyl-2-methylaminoethanol

659208

-

2.7.1.32

N-methylethanolamine + ATP = ADP + N-methylethanolamine phosphate

641359, 641371, 641385

-

2.7.1.32

N-monomethylethanolamine + ATP = ADP + N-monomethylethanolamine phosphate

641352, 641359, 641371, 641351

-

2.7.1.32

2-methylaminoethanol + ATP = ADP + 2-methylaminoethyl phosphate

641357

-

2.7.1.32

N-methylethanolamine + ATP = ADP + O-phospho-N-methylethanolamine

685011

-

2.7.1.32

4 entries

2.7.1.82

ATP + N-methylethanolamine = ADP + N-methyl-O-phosphoethanolamine

685011

-

Activator in Enzyme-catalyzed Reactions (1 result)

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Show Activating Compound (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

3.1.3.1

highly activates BIALP. Km values increase with increasing concentrations of diethanolamine and N-methylethanolamine, but not triethanolamine

714864

-

Inhibitor in Enzyme-catalyzed Reactions (6 results)

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Show Inhibitors (6 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.2.1.8

100 mM, 50% inhibition

390329

-

2.1.1.156

; 35% inhibition at 250 mM, with glycine

659286

-

2.7.1.82

-

642041

-

2.7.1.82

-

642038

-

2.7.1.82

2 entries

3.1.4.2

-

95151

-

4.3.1.7

-

34370, 34375

-

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

1.1.3.17

0.37

-

pH 8.0, 25°C

654371

K_M Value (8 results)

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Show KM Value (8 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.3.17

0.52

-

pH 8.0, 25°C

654371

1.14.13.238

0.654

-

with NADH as cosubstrate, at pH 7.0 and 25°C

743014

1.14.13.238

0.75

-

at pH 6.8 and 28°C

741840

1.14.13.238

2 entries

2.3.1.91

245

-

pH 7.0, 30°C

659208

2.7.1.32

0.118

-

30°C, pH 8.0

641359

2.7.1.32

0.118

-

30°C

641371

2.7.1.32

3.7

-

cosubstrate ATP

641348

2.7.1.32

3.7

-

-

641352

2.7.1.32

4 entries

K_i Value (1 result)

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Show KI Value (1 entry)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.2.1.8

40

-

-

390329

References & Links

Literature References (22)

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Show Reference (22 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

34370

-

Ethanolamine deaminase (Clostridium sp.)

1971

Kaplan, B.H.; Stadtman, E.R.

Methods Enzymol.

17B

818-824

34375

4297225

Ethanolamine deaminase, a cobamide coenzyme-dependent enzyme. I. Purification, assay, and properties of the enzyme

1968

Kaplan, B.H.; Stadtman, E.R.

J. Biol. Chem.

243

1787-1793

95151

4305487

Rat kidney glycerylphosphorylcholine diesterase

1968

Baldwin, J.J.; Cornatzer, W.E.

Biochim. Biophys. Acta

164

195-204

390329

2194570

Purification and characterization of osmoregulatory betaine aldehyde dehydrogenase of Escherichia coli

1990

Falkenberg, P.; Strom, A.R.

Biochim. Biophys. Acta

1034

253-259

393880

-

Dimethylamine dehydrogenase from Hyphomicrobium X: purification and some properties of a new enzyme that oxidizes secondary amines

1979

Meiberg, J.B.M.; Harder, W.

J. Gen. Microbiol.

115

49-58

641348

4373031

The separation, purification, and characterization of ethanolamine kinase and choline kinase from rat liver

1974

Weinhold, P.A.; Rethy, V.B.

Biochemistry

13

5135-5141

641351

13061469

Choline phosphokinase

1953

Wittenberg, J.; Kornberg, A.

J. Biol. Chem.

202

431-444

641352

1577786

Molecular cloning, characterization, and expression in Escherichia coli of a cDNA encoding mammalian choline kinase

1992

Uchida, T.; Yamashita, S.

J. Biol. Chem.

267

10156-10162

641357

4737477

Partial purification and properties of choline kinase (EC 2. 7. 1. 32) from rabbit brain: measurement of acetylcholine

1973

Haubrich, D.R.

J. Neurochem.

21

315-328

641359

2157491

Purification and properties of choline kinase from rat brain

1990

Uchida, T.; Yamashita, S.

Biochim. Biophys. Acta

1043

281-288

641371

1323027

Choline/ethanolamine kinase from rat brain

1992

Uchida, T.; Yamashita, S.

Methods Enzymol.

209

147-153

641385

7566358

Partial purification of two forms of choline kinase and separation of choline kinase from sphingosine kinase of rat brain

1995

Cao, Z.M.; Kanfer, J.N.

Neurochem. Res.

20

643-649

642038

5047700

Ethanolamine phosphokinase: activity and properties during liver development

1972

Weinhold, P.A.; Rethy, V.B.

Biochim. Biophys. Acta

276

143-154

642041

187122

Partial purification and properties of ethanolamine kinase from spinach leaf

1976

Macher, B.A.; Mudd, J.B.

Arch. Biochem. Biophys.

177

24-30

654371

15369826

The trimethylammonium headgroup of choline is a major determinant for substrate binding and specificity in choline oxidase

2004

Gadda, G.; Powell, N.L.; Menon, P.

Arch. Biochem. Biophys.

430

264-273

659208

12657648

Biochemical characterization of sinapoylglucose:choline sinapoyltransferase, a serine carboxypeptidase-like protein that functions as an acyltransferase in plant secondary metabolism

2003

Shirley, A.M.; Chapple, C.

J. Biol. Chem.

278

19870-19877

659286

12466265

Isolation and functional characterization of N-methyltransferases that catalyze betaine synthesis from glycine in a halotolerant photosynthetic organism Aphanothece halophytica

2003

Waditee, R.; Tanaka, Y.; Aoki, K.; Hibino, T.; Jikuya, H.; Takano, J.; Takabe, T.

J. Biol. Chem.

278

4932-4942

685011

18489261

Biochemical characterization of the initial steps of the Kennedy pathway in Trypanosoma brucei: the ethanolamine and choline kinases

2008

Gibellini, F.; Hunter, W.N.; Smith, T.K.

Biochem. J.

415

135-144

714864

22112405

Effects of amines and aminoalcohols on bovine intestine alkaline phosphatase activity

2011

Sekiguchi, S.; Hashida, Y.; Yasukawa, K.; Inouye, K.

Enzyme Microb. Technol.

49

171-176

724598

23221722

Purification and characterization of an alkaliphilic choline oxidase of Fusarium oxysporum

2012

Enokibara, S.

Biosci. Biotechnol. Biochem.

76

2219-2224

741840

4401380

Microbial oxidation of amines. Partial purification of a mixed-function secondary-amine oxidase system from Pseudomonas aminovorans that contains an enzymically active cytochrome-P-420-type haemoprotein

1971

Eady, R.; Jarman, T.; Large, P.

Biochem. J.

125

449-459

743014

6542583

Subcellular localization and properties of partially purified dimethylamine and trimethylamine mono-oxygenase activities in Candida utilis

1984

Green, J.; Large, P.

J. Gen. Microbiol.

130

2577-2588

Links to other databases for N-methylethanolamine

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Show Links (1 entry)

ChEBI

PubChem