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Ligand S-adenosyl-L-ethionine

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (3 results)

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Show Substrate (3 entries)

EC NUMBER

LITERATURE

REACTION DIAGRAM

REACTION

ENZYME 3D STRUCTURE

2.1.1.10

441385

S-adenosyl-L-ethionine + L-homocysteine = S-adenosyl-L-homocysteine + L-ethionine

-

2.1.1.281

755790

S-adenosyl-L-ethionine + 2-oxobutyrate = S-adenosyl-L-homocysteine + (3S)-methyl-2-oxovalerate

-

2.5.1.16

489870

S-adenosyl-L-ethionine + 1,4-diaminobutane = ?

-

Product in Enzyme-catalyzed Reactions (3 results)

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Show Product (3 entries)

EC NUMBER

LITERATURE

REACTION DIAGRAM

REACTION

ENZYME 3D STRUCTURE

2.5.1.6

-

ATP + L-ethionine + H2O = phosphate + diphosphate + S-adenosyl-L-ethionine

-

2.5.1.6

639055, 639074, 639046

ATP + L-ethionine + H2O = S-adenosyl-L-ethionine + phosphate + diphosphate

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2.5.1.6

-

ATP + (2S)-2-amino-4-(ethylsulfanyl)butanoic acid + H2O = phosphate + diphosphate + S-adenosyl-(2S)-2-amino-4-(ethylsulfanyl)butanoic acid

-

2.5.1.6

3 entries

Inhibitor in Enzyme-catalyzed Reactions (11 results)

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Show Inhibitors (11 entries)

COMMENTARY

EC NUMBER

LITERATURE

ENZYME 3D STRUCTURE

0.6 mM

2.1.1.35

441367

-

IC50: 0.05 mM

2.1.1.37

485290

-

non-competitive inhibitor against DNA

2.1.1.37

485287

-

irreversible, S-adenosyl-L-homocysteine and L-homocysteine prevent, but not DL-homocysteine, GSH, DTT or L-cysteine

2.1.1.5

441236

-

-

2.5.1.16

489870

-

70-98% inhibition at 1 mm

2.5.1.22

489870

-

4 mM inhibits more than 50%

2.5.1.4

639728

-

racemic mixture, 0.2 mM, 50% inhibition

2.5.1.4

639730

-

-

2.5.1.6

639075

-

-

2.6.1.62

637094

-

-

2 entries

2 mM

2.6.1.62

637092

-

Enzyme Kinetic Parameters

IC₅₀ Value (1 result)

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Show IC50 Value (1 entry)

COMMENTARY

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

LITERATURE

IC50: 0.05 mM

2.1.1.37

0.05

-

485290

References & Links

Literature References (15)

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Show Reference (15 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

441236

6696751

Inactivation of betaine-homocysteine methyltransferase by adenosylmethionine and adenosylethionine

1984

Finkelstein, J.D.; Martin, J.J.

Biochem. Biophys. Res. Commun.

118

14-19

441367

345244

Selective inhibition of uracil tRNA methylases of E. coli by ethionine

1978

Tscherne, J.S.; Wainfan, E.

Nucleic Acids Res.

5

451-461

441385

-

S-Adenosylmethionine:L-homocysteine S-methyltransferase (Saccharomyces cerevisiae)

1971

Shapiro, S.K.

Methods Enzymol.

17B

400-405

485287

6884360

Characterization of DNA methyltransferase from bovine thymus cells

1983

Sano, H.; Noguchi, H.; Sager, R.

Eur. J. Biochem.

135

181-185

485290

3622512

DNA methylation in wheat. Purification and properties of DNA methyltransferase

1987

Theiss, G.; Schleicher, R.; Schimpff-Weiland, G.; Follmann, H.

Eur. J. Biochem.

167

89-96

489870

7396856

Studies of inhibition of rat spermidine synthase and spermine synthase

1980

Hibasami, H.; Borchardt, R.T.; Chen, S.Y.; Coward, J.K.; Pegg, A.E.

Biochem. J.

187

419-428

637092

1092682

Biosynthesis of 7,8-diaminopelargonic acid from 7-keto-8-aminopelargonic acid and S-adenosyl-L-methionine. The kinetics of the reaction

1975

Stoner, G.L.; Eisenberg, M.A.

J. Biol. Chem.

250

4037-4043

637094

374976

7,8-Diaminopelargonic acid aminotransferase

1979

Eisenberg, M.A.; Stoner, G.L.

Methods Enzymol.

62

342-347

639046

8457607

S-adenosylmethionine synthetase in bloodstream Trypanosoma brucei

1993

Yarlett, N.; Garofalo, J.; Goldberg, B.; Ciminelli, M.A.; Ruggiero, V.; Sufrin, J.R.; Bacchi, C.J.

Biochim. Biophys. Acta

1181

68-76

639055

194884

Activation of methionine for transmethylation. Purification of the S-adenosylmethionine synthetase of bakers yeast and its separation into two forms

1977

Chiang, P.K.; Cantoni, G.L.

J. Biol. Chem.

252

4506-4513

639074

11872742

Enzymatic properties of S-adenosylmethionine synthetase from the archaeon Methanococcus jannaschii

2002

Lu, Z.J.; Markham, G.D.

J. Biol. Chem.

277

16624-16631

639075

11698393

Cloning expression and characterization of methionine adenosyltransferase in Leishmania infantum promastigotes

2002

Reguera, R.M.; Balana-Fouce, R.; Perez-Pertejo, Y.; Fernandez, F.J.; Garcia-Estrada, C.; Cubria, J.C.; Ordonez, C.; Ordonez, D.

J. Biol. Chem.

277

3158-3167

639728

13610898

Enzymatic cleavage of S-adenosylmethionine

1959

Mudd, S.H.

J. Biol. Chem.

234

87-92

639730

-

T3 and UV-T3-induced S-adenosylmethionine cleavage enzyme (Escherichia coli)

1971

Gefter, M.L.

Methods Enzymol.

17 B

406-411

755790

28247461

Asymmetric C-alkylation by the S-adenosylmethionine-dependent methyltransferase SgvM

2017

Sommer-Kamann, C.; Fries, A.; Mordhorst, S.; Andexer, J.N.; Mueller, M.

Angew. Chem. Int. Ed. Engl.

56

4033-4036

Links to other databases for S-adenosyl-L-ethionine

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Show Links (1 entry)

ChEBI

PubChem

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