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Ligand DL-methionine

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

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

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Show Natural Substrate (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.3.15

DL-methionine + O2 = ? + H2O2

389685

-

1.4.3.2

DL-methionine + H2O + O2 = 4-methylsulfanyl-2-oxobutanoate + NH3 + H2O2

711980

-

Substrate in Enzyme-catalyzed Reactions (5 results)

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Show Substrate (5 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.3.15

DL-methionine + O2 = ? + H2O2

389685

-

1.4.1.9

DL-methionine + H2O + NAD+ = 3-methylthio-2-oxobutanoate + NH3 + NADH + H+

763413

-

1.4.3.2

DL-methionine + H2O + O2 = 4-methylsulfanyl-2-oxobutanoate + NH3 + H2O2

711980

-

2.5.1.6

ATP + D,L-methionine-(methyl-D3) + H2O = ?

738047

-

2.6.1.28

phenylpyruvate + DL-methionine = phenylalanine + 4-methylsulfanyl-2-oxobutanoate

639948, 639949

-

Product in Enzyme-catalyzed Reactions (8 results)

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Show Product (8 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.8.4.11

DL-methionine (S)-sulfoxide + thioredoxin = DL-methionine + thioredoxin disulfide + H2O

0

-

1.8.4.12

DL-methionine (R)-sulfoxide + thioredoxin = DL-methionine + thioredoxin disulfide + H2O

0

-

2.6.1.15

L-phenylalanine + 4-methylthio-2-oxobutanoate = phenylpyruvate + 2-amino-4-methylthiobutanoate

0

-

3.5.1.14

benzoyl-DL-methionine + H2O = benzoate + DL-methionine

0

-

3.5.1.14

N-acetyl-DL-methionine + H2O = DL-methionine + acetate

0

-

3.5.1.32

N-acetyl-DL-methionine + H2O = acetic acid + DL-methionine

172035

-

3.5.1.32

N-benzoyl-DL-methionine + H2O = benzoic acid + DL-methionine

172035, 172033

-

3.5.1.14

2 entries

3.5.1.32

2 entries

3.5.1.4

DL-methioninamide + H2O = DL-methionine + NH3

0

-

Activator in Enzyme-catalyzed Reactions (3 results)

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Show Activating Compound (3 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

3.4.13.9

slightly enhances the activity of isozyme prolidase I at low concentration

695528

-

3.4.13.9

the activity of isozyme prolidase II against L-Met-L-Pro is enhanced by D,L-methionine

695528

-

3.4.13.9

2 entries

3.5.4.1

1mM, relative activity 140%

209497

-

Inhibitor in Enzyme-catalyzed Reactions (5 results)

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Show Inhibitors (5 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.3.2.2

competitive

660051

-

3.4.13.18

strong inhibition at 10 and 50 mM, in the presence of 0.1 mM MnCl2

679283

-

3.4.13.9

activates at concentrations of 1-30 mM, inhibitory at over 50 mM, overview

679283

-

3.5.1.104

-

752784

-

3.7.1.3

competitive inhibition, 40 mM

289258

-

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

1.4.1.9

16.6

-

pH 9, 30°C

763413

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

1.1.3.15

4

-

pH 7.5

389685

1.4.1.9

0.75

-

pH 9, 30°C

763413

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

2.3.2.2

26.9

-

pH 8.0, 37°C

660051

References & Links

Literature References (14)

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Show Reference (14 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

172033

-

Crystallization and properties of N-benzoylglycine amidohydrolase from Pseudomonas putida

1985

Miyagawa, E.; Yano, J.; Hamakado, T.; Kido, Y.; Nishimoto, K.; Motoki, Y.

Agric. Biol. Chem.

49

2881-2886

172035

-

Hippurathydrolase, ein neues Enzym aus Mikroorganismen, Darstellung einer gereinigten Enzympräparation und Untersuchungen zur Substratspezifität

1968

Röhr, M.

Monatsh. Chem.

99

2255-2277

209497

-

Cytosine deaminase from Escherichia coli-production, purification and some characteristics

1986

Katsuragi, T.; Sakai, T.; Matsumoto, K.; Tonomura, K.

Agric. Biol. Chem.

50

1721-1730

289258

13129249

Kynureninase from Neurospora: Interaction of enzyme with substrates, coenzyme, and amines

1953

Jacoby, W.B.; Bonner, D.M.

J. Biol. Chem.

205

709-715

389685

3061453

Rat kidney L-2-hydroxyacid oxidase. Structural and mechanistic comparison with flavocytochrome b2 from bakerÆs yeast

1988

Urban, P.; Chirat, I.; Lederer, F.

Biochemistry

27

7365-7371

639948

5837443

Aminotransferases of Agrobacterium tumefaciens. Transamination between tryptophan and phenylpyruvate

1964

Sukanya, N.K.; Vaidyanathan, C.S.

Biochem. J.

92

594-598

639949

-

L-tryptophan-alpha-ketoisocaproate aminotransferase from Pseudomonas sp.

1980

Koide, Y.; Honma, M.; Shimomura, T.

Agric. Biol. Chem.

44

2013-2019

660051

14737648

Probing the stereochemistry of the active site of gamma-glutamyl transpeptidase using sulfur derivatives of L-glutamic acid

2004

Lherbet, C.; Keillor, J.W.

Org. Biomol. Chem.

2

238-245

679283

16899234

Different effects of sulfur amino acids on prolidase and prolinase activity in normal and prolidase-deficient human erythrocytes

2007

Uramatsu, M.; Liu, G.; Uramatsu, S.; Zhang, M.; Wang, W.; Nakayama, K.; Manabe, M.; Kodama, H.

Clin. Chim. Acta

375

129-135

695528

19263194

Characterization of prolidase I and II purified from normal human erythrocytes: comparison with prolidase in erythrocytes from a patient with prolidase deficiency

2009

Uramatsu, S.; Liu, G.; Yang, Q.; Uramatsu, M.; Chi, H.; Lu, J.; Yamashita, K.; Kodama, H.

Amino Acids

37

543-551

711980

20121947

A new highly toxic protein isolated from the death cap Amanita phalloides is an L-amino acid oxidase

2010

Stasyk, T.; Lutsik-Kordovsky, M.; Wernstedt, C.; Antonyuk, V.; Klyuchivska, O.; Souchelnytskyi, S.; Hellman, U.; Stoika, R.

FEBS J.

277

1260-1269

738047

25642798

Rationally engineered variants of S-adenosylmethionine (SAM) synthase: reduced product inhibition and synthesis of artificial cofactor homologues

2015

Dippe, M.; Brandt, W.; Rost, H.; Porzel, A.; Schmidt, J.; Wessjohann, L.A.

Chem. Commun. (Camb.)

51

3637-3640

752784

29257674

Structures of the peptidoglycan N-acetylglucosamine deacetylase Bc1974 and its complexes with zinc metalloenzyme inhibitors

2018

Giastas, P.; Andreou, A.; Papakyriakou, A.; Koutsioulis, D.; Balomenou, S.; Tzartos, S.J.; Bouriotis, V.; Eliopoulos, E.E.

Biochemistry

57

753-763

763413

30275355

A novel cold-adapted leucine dehydrogenase from antarctic sea-ice bacterium Pseudoalteromonas sp. ANT178

2018

Wang, Y.; Hou, Y.; Wang, Y.; Zheng, L.; Xu, X.; Pan, K.; Li, R.; Wang, Q.

Mar. Drugs

16

359

Links to other databases for DL-methionine

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Show Links (1 entry)

ChEBI

PubChem