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  • Metals and Ions
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• Enzyme Kinetic Parameters
• • k_cat Value (Turnover Number)
  • K_M Value
  • K_i Value
  • IC₅₀ Value
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• • References
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Ligand L-tryptophan methyl ester

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (13 results)

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Show Substrate (13 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.13.11.26

L-tryptophan methyl ester + O2 = N-formylkynurenine methyl ester

439518

-

1.13.11.52

L-tryptophan methyl ester + O2 = ?

666239

-

1.13.99.3

L-tryptophan methyl ester + O2 = ?

439309

-

2.3.2.13

Z-Gln-Gly + tryptophan methyl ester = ?

735541

-

2.5.1.34

dimethylallyl diphosphate + L-tryptophan methyl ester = ?

684649

-

2.5.1.34

dimethylallyl diphosphate + L-tryptophan methyl ester = diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan methyl ester

673088, 737837, 684649

-

2.5.1.34

dimethylallyl diphosphate + L-tryptophan methyl ester = diphosphate + 5-methyl-4-(3-methylbut-2-enyl)-L-tryptophan methyl ester

737837

-

2.5.1.34

3 entries

2.5.1.80

dimethylallyl diphosphate + L-tryptophan methyl ester = diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan methyl ester

737837, 684649

-

3.1.1.43

L-tryptophan methyl ester + H2O = L-tryptophan + methanol

651785

-

3.1.1.43

L-tryptophanyl methyl ester + L-tryptophan = L-tryptophanyl-L-tryptophan + methanol

749442

-

3.4.11.24

L-Trp-OMe + beta-Ala-OBzl = beta-Ala-L-Trp-OMe + benzyl alcohol

709205

-

3.4.11.24

L-Trp-OMe + D-Pro-OBzl = D-Pro-L-Trp-OMe + benzyl alcohol

707231

-

3.4.11.24

L-Trp-OMe + L-Pro-OBzl = L-Pro-L-Trp-OMe + benzyl alcohol

707231

-

3.1.1.43

2 entries

3.4.11.24

3 entries

Inhibitor in Enzyme-catalyzed Reactions (1 result)

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Show Inhibitors (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.13.11.52

1 mM, 30% inhibition relative to L-tryptophan, 50 mM potassium phosphate, pH 6.5, 10 mM ascorbic acid, 0.01 mM methylene blue, 0.1 mg catalase, 37°C, 10 min

666239

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (3 results)

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Show Turnover Number (3 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

2.5.1.34

0.117

-

pH 7.5, 37°C

737837

2.5.1.34

0.1367

-

in 50 mM Tris/HCl (pH 7.5) with 5 mM CaCl2

673088

2.5.1.34

2 entries

2.5.1.80

0.112

-

pH 7.5, 37°C, recombinant enzyme

737837

K_M Value (3 results)

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Show KM Value (3 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.5.1.34

0.186

-

in 50 mM Tris/HCl (pH 7.5) with 5 mM CaCl2

673088

2.5.1.34

2.876

-

pH 7.5, 37°C

737837

2.5.1.34

2 entries

2.5.1.80

2.876

-

pH 7.5, 37°C, recombinant enzyme

737837

References & Links

Literature References (11)

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Show Reference (11 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

439309

15994

Isolation, crystallization, and properties of indolyl-3-alkane alpha-hydroxylase. A novel tryptophan-metabolizing enzyme

1977

Roberts, J.; Rosenfeld, H.J.

J. Biol. Chem.

252

2640-2647

439518

16662914

Changes in the activities of pyrrolooxygenases during the germination of wheat grains

1983

Sburlati, A.R.; Frydman, R.B.

Plant Physiol.

71

822-827

651785

11432787

A novel alpha-amino-acid esterase from Bacillus mycoides capable of forming peptides of DD- and DL-configurations

2001

Sugihara, A.; Shimada, Y.; Sugihara, S.; Nagao, T.; Watanabe, Y.; Tominaga, Y.

J. Biochem.

130

119-126

666239

-

Structural requirements of the competitive binding site of recombinant human indoleamine 2,3-dioxygenase

1996

Southan, M.D.; Truscott, R.J.W.; Jamie, J.F.; Pelosi, L.; Walker, M.J.; Maeda, H.; Iwamoto, Y.; Tone, S.

Med. Chem. Res.

6

343-352

673088

17577899

Chemoenzymatic synthesis of prenylated indole derivatives by using a 4-dimethylallyltryptophan synthase from Aspergillus fumigatus

2007

Steffan, N.; Unsoeld, I.A.; Li, S.M.

ChemBioChem

8

1298-1307

684649

18481055

Potential of a 7-dimethylallyltryptophan synthase as a tool for production of prenylated indole derivatives

2008

Kremer, A.; Li, S.M.

Appl. Microbiol. Biotechnol.

79

951-961

707231

20418423

The aminolysis reaction of streptomyces S9 aminopeptidase promotes the synthesis of diverse prolyl dipeptides

2010

Arima, J.; Morimoto, M.; Usuki, H.; Mori, N.; Hatanaka, T.

Appl. Environ. Microbiol.

76

4109-4112

709205

20303368

Beta-alanyl peptide synthesis by Streptomyces S9 aminopeptidase

2010

Arima, J.; Morimoto, M.; Usuki, H.; Mori, N.; Hatanaka, T.

J. Biotechnol.

147

52-58

735541

23615739

Microbial transglutaminase displays broad acyl-acceptor substrate specificity

2014

Gundersen, M.T.; Keillor, J.W.; Pelletier, J.N.

Appl. Microbiol. Biotechnol.

98

219-230

737837

24657051

A 7-dimethylallyl tryptophan synthase from a fungal Neosartorya sp.: biochemical characterization and structural insight into the regioselective prenylation

2014

Miyamoto, K.; Ishikawa, F.; Nakamura, S.; Hayashi, Y.; Nakanishi, I.; Kakeya, H.

Bioorg. Med. Chem.

22

2517-2528

749442

29556427

Purification and characterization of Stenotrophomonas maltophilia-derived l-amino acid ester hydrolase for synthesizing dipeptide, isoleucyl-tryptophan

2018

Hossain, M.S.; Tanaka, T.; Takagi, K.; Hayashi, J.; Wakayama, M.

3 Biotech

8

173

Links to other databases for L-tryptophan methyl ester

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Show Links (1 entry)

ChEBI

PubChem

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