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Ligand 2,4-dibromophenol

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

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Show Natural Substrate (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.11.1.18

2,4-dibromophenol + bromide + H2O2 = 2,4,6-tribromophenol + 2 H2O

764563

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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

1.11.1.18

4-bromophenol + bromide + H2O2 = 2,4-dibromophenol + 2 H2O

0

-

Substrate in Enzyme-catalyzed Reactions (5 results)

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Show Substrate (5 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.11.1.18

2,4-dibromophenol + bromide + H2O2 = 2,4,6-tribromophenol + 2 H2O

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1.11.1.7

2,4-dibromophenol + H2O2 = ?

439754

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1.14.13.20

2,4-dibromophenol + NADPH + O2 = ?

439012, 439016

-

2.1.1.136

2,4-dibromophenol + S-adenosyl-L-methionine = 2,4-dibromoanisole + S-adenosyl-L-homocysteine

657589

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2.1.1.25

S-adenosyl-L-methionine + 2,4-dibromophenol = S-adenosyl-L-homocysteine + 2,4-dibromo-1-methoxybenzene

741668

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Product in Enzyme-catalyzed Reactions (3 results)

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Show Product (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.11.1.18

4-bromophenol + bromide + H2O2 = 2,4-dibromophenol + 2 H2O

0

-

1.14.19.55

3-bromo-4-hydroxybenzoate + NADPH + bromide + O2 + H+ = 2,4-dibromophenol + NADP+ + CO2 + 2 H2O

0

-

1.14.19.55

4-hydroxybenzoate + 2 NADPH + 2 bromide + 2 O2 + 2 H+ = 2,4-dibromophenol + 2 NADP+ + CO2 + 4 H2O

0

-

1.14.19.55

2 entries

Inhibitor in Enzyme-catalyzed Reactions (4 results)

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Show Inhibitors (4 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.13.11.33

IC50: 0.034 mM

659680

-

2.4.1.17

competitive inhibition; competitive inhibition; competitive inhibition; competitive inhibition

756487

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3.2.1.20

purified from the red alga Grateloupia elliptica

694604

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3.2.1.48

purified from the red alga Grateloupia elliptica

694604

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Enzyme Kinetic Parameters

K_i Value (3 results)

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Show KI Value (3 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.4.1.17

0.00146

-

isoform UGT1A7, at pH 7.4 and 37°C

756487

2.4.1.17

0.00372

-

isoform UGT1A9, at pH 7.4 and 37°C

756487

2.4.1.17

2 entries

3.2.1.20

0.0921

-

mixed inhibition

694604

IC₅₀ Value (7 results)

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Show IC50 Value (7 entries)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

1.13.11.33

0.034

-

IC50: 0.034 mM

659680

2.4.1.17

0.00013

-

isoform UGT1A7, at pH 7.4 and 37°C

756487

2.4.1.17

0.00022

-

isoform UGT1A9, at pH 7.4 and 37°C

756487

3.2.1.20

0.0048

-

-

694604

3.2.1.20

0.1104

-

-

694604

3.2.1.20

0.2303

-

-

694604

2.4.1.17

2 entries

3.2.1.20

3 entries

3.2.1.48

0.0036

-

-

694604

References & Links

Literature References (9)

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Show Reference (9 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

439012

6745439

Purification and properties of a plasmid-encoded 2,4-dichlorophenol hydroxylase

1984

Liu, T.; Chapman, P.J.

FEBS Lett.

173

314-318

439016

9418244

Purification and characterization of 2,4-dichlorophenol hydroxylase isolated from a bacterium of the alpha-2 subgroup of the Proteobacteria

1997

Makdessi, K.; Lechner, U.

FEMS Microbiol. Lett.

157

95-101

439754

-

Crystallization and characterization of an extracellular fungal peroxidase

1986

Shinmen, Y.; Asami, J.; Amachi, T.; Shimizu, S.; Yamada, H.

Agric. Biol. Chem.

50

247-249

657589

12957890

Characterization of an inducible chlorophenol O-methyltransferase from Trichoderma longibrachiatum involved in the formation of chloroanisoles and determination of its role in cork taint of wines

2003

Coque, J.J.; Alvarez-Rodriguez, M.L.; Larriba, G.

Appl. Environ. Microbiol.

69

5089-5095

659680

15267244

Probing the activity differences of simple and complex brominated aryl compounds against 15-soybean, 15-human, and 12-human lipoxygenase

2004

Segraves, E.N.; Shah, R.R.; Segraves, N.L.; Johnson, T.A.; Whitman, S.; Sui, J.K.; Kenyon, V.A.; Cichewicz, R.H.; Crews, P.; Holman, T.R.

J. Med. Chem.

47

4060-4065

694604

18951591

Potent alpha-glucosidase inhibitors purified from the red alga Grateloupia elliptica

2008

Kim, K.Y.; Nam, K.A.; Kurihara, H.; Kim, S.M.

Phytochemistry

69

2820-2825

741668

16348886

Purification and properties of an S-adenosylmethionine 2,4-disubstituted phenol O-methyltransferase from Phanerochaete chrysosporium

1993

Coulter, C.; Kennedy, J.T.; McRoberts, W.C.; Harper, D.B.

Appl. Environ. Microbiol.

59

706-711

756487

31472352

Inhibition of UDP-glucuronosyltransferases (UGTs) by bromophenols (BPs)

2020

Wang, F.; Wang, S.; Yang, K.; Liu, Y.Z.; Yang, K.; Chen, Y.; Fang, Z.Z.

Chemosphere

238

124645

764563

31026755

Multiple catalytic roles of chloroperoxidase in the transformation of phenol products and pathways

2019

Wang, K.; Huang, X.; Lin, K.

Ecotoxicol. Environ. Saf.

179

96-103

Links to other databases for 2,4-dibromophenol

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Show Links (1 entry)

ChEBI

PubChem