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Ligand 3,4-Dichlorophenol

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (8 results)

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Show Substrate (8 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.13.20

3,4-dichlorophenol + NADPH + H+ + O2 = ? + NADP+ + H2O

765761, 685661

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1.14.13.20

3,4-dichlorophenol + NADPH + O2 = ?

439016

-

1.14.14.173

3,4-dichlorophenol + FADH2 + O2 = 3-chlorobenzoquinone + Cl- + FAD + H2O

757349

-

1.14.14.173

3,4-dichlorophenol + FADH2 + O2 = ?

757086

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1.14.13.20

2 entries

1.14.14.173

2 entries

2.1.1.136

3,4-dichlorophenol + S-adenosyl-L-methionine = 3,4-dichloroanisole + S-adenosyl-L-homocysteine

657589

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2.4.1.384

UDP-alpha-D-glucose + 3,4-dichlorophenol = 3,4-dichlorophenol O-beta-D-glucoside + UDP

761686

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2.4.1.384

UDP-beta-D-N-acetyl-glucosamine + 3,4-dichlorophenol = 3,4-dichlorophenol O-beta-D-N-acetyl-glucosamide + UDP

761686

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2.4.1.384

UDP-beta-L-rhamnose + 3,4-dichlorophenol = 3,4-dichlorophenol O-beta-L-rhamnoside + UDP

761686

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2.4.1.384

3 entries

Product in Enzyme-catalyzed Reactions (2 results)

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Show Product (2 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.15.1

1,2-dichlorobenzene + putidaredoxin + O2 = 2,3-dichlorophenol + 3,4-dichlorophenol + oxidized putidaredoxin + H2O

347708

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1.21.99.5

2,4,5-trichlorophenol + reduced acceptor = 3,4-dichlorophenol + chloride + oxidized acceptor

0

-

Inhibitor in Enzyme-catalyzed Reactions (2 results)

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Show Inhibitors (2 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.8.2.15

IC50: 0.013 mM, vs. 10 nM estradiol

662863

-

5.3.4.1

inhibits PDI 3,3',5-triiodo-L-thyronine binding activity

704927

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Enzyme Kinetic Parameters

IC₅₀ Value (1 result)

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Show IC50 Value (1 entry)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

2.8.2.15

0.013

-

IC50: 0.013 mM, vs. 10 nM estradiol

662863

References & Links

Literature References (10)

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Show Reference (10 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

347708

11231299

Oxidation of polychlorinated benzenes by genetically engineered CYP101 (cytochrome P450(cam))

2001

Jones, J.P.; O'Hare, E.J.; Wong, L.L.

Eur. J. Biochem.

268

1460-1467

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

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

662863

16266779

Non-genomic effects of endocrine disrupters: inhibition of estrogen sulfotransferase by phenols and chlorinated phenols

2005

Harris, R.M.; Kirk, C.J.; Waring, R.H.

Mol. Cell. Endocrinol.

244

72-74

685661

17617713

Chlorophenol hydroxylase activity encoded by TfdB from 2,4-dichlorophenoxyacetic acid (2,4-D)-degrading Bradyrhizobium sp. strain RD5-C2

2007

Huong, N.L.; Itoh, K.; Miyamoto, M.; Suyama, K.; Yamamoto, H.

Biosci. Biotechnol. Biochem.

71

1691-1696

704927

-

Biological functions of protein disulfide isomerase as a target of phenolic endocrine-disrupting chemicals

2010

Okada, K.; Hashimoto, S.; Imaoka, S.

J. Health Sci.

56

1-13

757086

8981999

Purification and characterization of 2,4,6-trichlorophenol-4-monooxygenase, a dehalogenating enzyme from Azotobacter sp. strain GP1

1997

Wieser, M.; Wagner, B.; Eberspaecher, J.; Lingens, F.

J. Bacteriol.

179

202-208

757349

31818658

Ortho and para oxydehalogenation of dihalophenols catalyzed by the monooxygenase TcpA and NAD(P)H FAD reductase Fre

2020

Fang, L.; Qin, H.; Shi, T.; Wu, X.; Li, Q.; Hua, R.

J. Hazard. Mater.

388

121787

761686

32238768

Exploring the nucleophilic N-and S-glycosylation capacity of Bacillus licheniformis Yjic enzyme

2020

Bashyal, P.; Thapa, S.; Kim, T.; Pandey, R.; Sohng, J.

J. Microbiol. Biotechnol.

30

1092-1096

765761

35539933

Engineering substrate promiscuity in 2,4-dichlorophenol hydroxylase by in silico design

2018

Wang, Y.; Zhang, C.; An, S.; Fang, X.; Yu, D.

RSC Adv.

8

21184-21190

Links to other databases for 3,4-Dichlorophenol

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Show Links (1 entry)

ChEBI

PubChem