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Ligand 5-methoxygallic 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

2.1.1.341

syringate + tetrahydrofolate = 3-O-methylgallate + 5-methyltetrahydrofolate

0

-

Substrate in Enzyme-catalyzed Reactions (4 results)

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Show Substrate (4 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.13.11.8

3-O-methylgallate + O2 = 4-carboxy-2-hydroxy-6-methoxy-6-oxohexa-2,4-dienoate + 2-pyrone-4,6-dicarboxylate

686791

-

1.13.11.8

3-O-methylgallate + O2 = ?

743708

-

1.13.11.8

5-methoxygallic acid + O2 = ?

439358

-

1.13.11.8

3 entries

2.1.1.341

3-O-methylgallate + tetrahydrofolate = gallate + 5-methyltetrahydrofolate

674237, 740605

-

Product in Enzyme-catalyzed Reactions (2 results)

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Show Product (2 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.13.82

syringate + NADH + H+ + O2 = 3,4-dihydroxy-5-methoxybenzoate + gallate + NAD+ + H2O + formaldehyde

0

-

2.1.1.341

syringate + tetrahydrofolate = 3-O-methylgallate + 5-methyltetrahydrofolate

0

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (5 results)

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Show Turnover Number (5 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.13.11.8

7

-

pH 7.5, 25°C, recombinant mutant F103L

743708

1.13.11.8

7.3

-

pH 7.5, 25°C, recombinant wild-type enzyme

743708

1.13.11.8

15.1

-

pH 7.5, 25°C, recombinant mutant F103T

743708

1.13.11.8

49

-

pH 7.5, 25°C, recombinant mutant F103V

743708

1.13.11.8

91

-

pH 7.5, 25°C, recombinant mutant F103H

743708

1.13.11.8

5 entries

K_M Value (6 results)

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Show KM Value (6 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.13.11.8

0.125

-

-

439358

1.13.11.8

0.39

-

pH 7.5, 25°C, recombinant mutant F103T

743708

1.13.11.8

0.93

-

pH 7.5, 25°C, recombinant mutant F103H

743708

1.13.11.8

1

-

pH 7.5, 25°C, recombinant mutant F103V

743708

1.13.11.8

2.3

-

pH 7.5, 25°C, recombinant wild-type enzyme

743708

1.13.11.8

4

-

pH 7.5, 25°C, recombinant mutant F103L

743708

1.13.11.8

6 entries

References & Links

Literature References (5)

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Show Reference (5 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

439358

5048285

Kinetic and Mossbauer studies on the mechanism of protocatechuic acid 4,5-oxygenase

1972

Zabinski, R.; Munck, E.; Champion, P.M.; Wood, J.M.

Biochemistry

11

3212-3219

674237

15743951

A tetrahydrofolate-dependent O-demethylase, LigM, is crucial for catabolism of vanillate and syringate in Sphingomonas paucimobilis SYK-6

2005

Abe, T.; Masai, E.; Miyauchi, K.; Katayama, Y.; Fukuda, M.

J. Bacteriol.

187

2030-2037

686791

17645527

Degradation of 3-O-methylgallate in Sphingomonas paucimobilis SYK-6 by pathways involving protocatechuate 4,5-dioxygenase

2007

Kasai, D.; Masai, E.; Katayama, Y.; Fukuda, M.

FEMS Microbiol. Lett.

274

323-328

740605

15090517

A novel tetrahydrofolate-dependent O-demethylase gene is essential for growth of Sphingomonas paucimobilis SYK-6 with syringate

2004

Masai, E.; Sasaki, M.; Minakawa, Y.; Abe, T.; Sonoki, T.; Miyauchi, K.; Katayama, Y.; Fukuda, M.

J. Bacteriol.

186

2757-2765

743708

-

Improving alternate lignin catabolite utilization of LigAB from Sphingobium sp. strain SYK-6 through site directed mutagenesis

2015

Barry, K.; Cohn, E.; Ngu, A.; Taylor, E.

Process Biochem.

50

1634-1639

Links to other databases for 5-methoxygallic acid

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Show Links (1 entry)

ChEBI

PubChem