1.14.12.12: naphthalene 1,2-dioxygenase

This is an abbreviated version!
For detailed information about naphthalene 1,2-dioxygenase, go to the full flat file.

Word Map on EC 1.14.12.12

1.14.12.12

putida

polycyclic

bioremediation

rieske

toluene

phenanthrene

dioxygenation

naphthalene-degrading

ring-hydroxylating

dihydroxylation

indigo

pah-degrading

hydrocarbon-degrading

dihydrodiols

cis-dihydrodiols

rieske-type

oil-contaminated

cis-dihydroxylation

parales

2-nitrotoluene

pah-contaminated

acenaphthene

cis-diols

side-on

alpha3beta3

indene

synthesis

Reaction

Synonyms

NAG, NAHA, nahAc, naphthalene 1,2-dioxygenase, naphthalene dioxygenase, naphthalene oxygenase, NDO, oxygenase, naphthalene di-

ECTree

1 Oxidoreductases

1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen

1.14.12 With NADH or NADPH as one donor, and incorporation of two atoms of oxygen into the other donor

1.14.12.12 naphthalene 1,2-dioxygenase

Advanced search results

Do not include text mining results

Include

results (more...)

Include

results (more...)

Results	in table
1	Activating Compound
153	AA Sequence
1	Application
1	CAS Registry Number
15	Cloned(Commentary)
44	Cofactor
7	Crystallization (Commentary)
2	General Information
8	General Stability
6	Inhibitors
5	KM Value [mM]
5	Localization
13	Metals/Ions
24	Molecular Weight [Da]
21	Natural Substrates/ Products (Substrates)
1	Organic Solvent Stability
113	Organism
6	Pathway
70	PDB ID
5	pH Optimum
43	Protein Variants
15	Purification (Commentary)
5	Reaction
5	Reaction Type
77	Reference
5	Specific Activity [micromol/min/mg]
3	Storage Stability
224	Substrates and Products (Substrate)
16	Subunits
38	Synonyms
1	Systematic Name
1	Temperature Optimum [°C]
2	Temperature Stability [°C]
2	Turnover Number [1/s]

Reference

top print

print visible entries

print all entries

Go back to the abbreviated version
of the Enzyme Summary Page.

Reference on EC 1.14.12.12 - naphthalene 1,2-dioxygenase

Please use the Reference Search for a specific query.

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

285288

Resnick, S.M.; Gibson, D.T.

Oxidation of 6,7-dihydro-5H-benzocycloheptene by bacterial strains expressing naphthalene dioxygenase, biphenyl dioxygenase, and toluene dioxygenase yields homochiral mono-ol or cis-diol enantiomers as major products

Appl. Environ. Microbiol.

1364-1368

1996

Pseudomonas sp.

8919798

437842

Haigler, B.E.; Gibson, D.T.

Purification and properties of NADH-ferredoxinNAP reductase, a component of naphthalene dioxygenase from Pseudomonas sp. strain NCIB 9816

J. Bacteriol.

172

457-464

1990

Pseudomonas sp.

2294092

439080

Jeffrey, A.M.; Yeh, H.J.C.; Jerina, D.M.; Patel, T.R.; Davey, J.F.; Gibson, D.T.

Initial reactions in the oxidation of naphthalene by Pseudomonas putida

Biochemistry

575-584

1975

Pseudomonas putida, Pseudomonas putida 119

234247

439081

Ensley, B.D.; Gibson, D.T.

Naphthalene dioxygenase: purification and properties of a terminal oxygenase component

J. Bacteriol.

155

505-511

1983

Pseudomonas sp., Pseudomonas sp. NCIB 9816

6874638

439083

Ensley, B.D.; Haigler, B.E.

Naphthalene dioxygenase from Pseudomonas NCIB 9816

Methods Enzymol.

188

46-52

1990

Pseudomonas sp.

2280717

439084

Kurkela, S.; Lehv�slaiho, H.; Palva, E.T.; Teeri, T.H.

Cloning, nucleotide sequence and characterization of genes encoding naphthalene dioxygenase of Pseudomonas putida strain NCIB9816

Gene

355-362

1988

Pseudomonas sp.

3243438

439085

Ensley, B.D.; Gibson, D.T.; Laborde, A.L.

Oxidation of naphthalene by a multicomponent enzyme system from Pseudomonas sp. strain NCIB 9816

J. Bacteriol.

149

948-954

1982

Pseudomonas sp.

7037744

439086

Dua, R.D.; Meera, S.

Purification and characterisation of naphthalene oxygenase from Corynebacterium renale

Eur. J. Biochem.

120

461-465

1981

Corynebacterium renale

7333274

439087

Catterall, F.A.; Williams, P.A.

Some properties of the naphthalene oxygenase from Pseudomonas sp. NCIB 9816

J. Gen. Microbiol.

117-124

1971

Pseudomonas sp.

4330923

439088

Ensley, B.D.; Ratzkin, B.J.; Osslund, T.D.; Simon, M.J.; Wackett, L.P.; Gibson, D.T.

Expression of naphthalene oxidation genes in Escherichia coli results in the biosynthesis of indigo

Science

222

167-169

1983

Pseudomonas putida, Pseudomonas putida G7

6353574

439090

Swanson, E.P

Microbial transformation of benzocyclubutene to benzocyclobutene-1-ol and benzocyclobutene-1-one

Appl. Environ. Microbiol.

3404-3406

1992

Pseudomonas fluorescens

1444373

439091

Whited, G.M.; Downie, J.C.; Hudlicky, T.; Fearnley, S.P.; Dudding, t.C.; Olivo, H.F.; Parker, D.

Oxidation of 2-methoxynaphthalene by toluene, naphthalene and biphenyl dioxygenases: structure and absolute stereochemistry of metabolites

Bioorg. Med. chem.

727-734

1994

Pseudomonas sp.

7858982

439092

Cidaria, D.; Deidda, F.; Bosetti, A.

A rapid method for naphthalene dioxygenase assay in whole cells of naphthalene cis-dihydrodiol dehydrogenase blocked Pseudomonas fluorescens: screening of potential inducrs of dioxyenase activity

Appl. Microbiol. Biotechnol.

689-693

1994

Pseudomonas fluorescens, Pseudomonas fluorescens NCIMB 40531

439093

Gibson, D.T.; Resnick, S.M.; Lee, K.; Brand, J.M.; Torok, D.S.; Wackett, L.P.; Schocken, M.J.; Haigler, B.E.

Desaturation, dioxygenation, and monooxygenation reactions catalyzed by naphthalene dioxygenase from Pseudomonas sp. strain 9816-4

J. Bacteriol.

177

2615-2621

1995

Pseudomonas sp.

7751268

439094

Torok, D.S.; Resnick, S.M.; Brand, J.M.; Cruden, D.L.; Gibson, D.T.

Desaturation and oxygenation of 1,2-dihydronaphthalene by toluene and naphthalene dioxygenase

J. Bacteriol.

177

5799-5805

1995

Pseudomonas sp.

7592326

439095

Resnick, S.M.; Gibson, D.T.

Regio- and stereospecific oxidation of fluorene, dibenzofuran, and dibenzothiophene by naphthalene dioxygenase from Pseudomonas sp. strain NCIB 9816-4

Appl. Environ. Microbiol.

4073-4080

1996

Pseudomonas sp.

8899998

439096

Resnick, s.M.; Gibson, D.T.

Regio- and stereospecific oxidation of 9,10-dihydroanthracene and 9,10-dihydrophenanthrene by naphthalene dioxygenase: structure and absolute stereochemistry of metabolites

Appl. Environ. Microbiol.

3355-3359

1996

Pseudomonas sp.

8795226

439098

Lee, K.; Gibson, D.T.

Stereospecific dihydroxylation of the styrene vinyl group by purified naphthalene dioxygenase from Pseudomonas sp. strain NCIB 9816-4

J. Bacteriol.

178

3353-3356

1996

Pseudomonas sp.

8655521

439099

Lee, K.; Resnick, S.M.; Gibson, D.T.

Stereospecific oxidation of (R)- and (S)-1-indanol by naphthalene dioxygenase from Pseudomonas sp. strain NCIB 9816-4

Appl. Environ. Microbiol.

2067-2070

1997

Pseudomonas sp.

9143136

439100

Larkin, M.J.; Allen, C.C.R.; Kulakov, L.A.; Lipscomb, D.A.

Purification and characterization of a novel naphthalene dioxygenase from Rhodococcus sp. strain NCIMB12038

J. Bacteriol.

181

6200-6204

1999

Rhodococcus sp., Rhodococcus sp. NCIMB12038

10498739

439101

Barriault, D.; Sylvestre, M.

Functionality of biphenyl 2,3-dioxygenase components in naphthalene 1,2-dioxygenase

Appl. Microbiol. Biotechnol.

592-597

1999

Pseudomonas putida, Pseudomonas putida G7

10390817

439102

Lee, K

Benzene-induced uncoupling of naphthalene dioxygenase activity and enzyme inactivation by production of hydrogen peroxide

J. Bacteriol.

181

2719-2725

1999

Pseudomonas sp.

10217759

439103

Parales, R.E.; Lee, K.; Resnick, S.M.; Jiang, H.; Lessner, D.J.; Gibson, D.T

Substrate specificity of naphthalene dioxygenase: effect of specific amino acids at the active site of the enzyme

J. Bacteriol.

182

1641-1649

2000

Pseudomonas sp.

10692370

439104

Carredano, E.; Karlsson, A.; Kauppi, B.; Choudhury, D.; Parales, R.E.; Parales, J.V.; Lee, K.; Gibson, D.T.; Eklund, H.; Ramaswamy, S.

Substrate binding site of naphthalene 1,2-dioxygenase: functional implications of indole binding

J. Mol. Biol.

296

701-712

2000

Pseudomonas sp.

10669618

439105

Malik, Z.A.; Allen, C.C.; Gakhar, L.; Lipscomb, D.A.; Larkin, M.J.; Ramaswamy, S.

Crystallization and preliminary X-ray diffraction analysis of naphthalene dioxygenase from Rhodococcus sp. strain NCIMB 12038

Acta Crystallogr. Sect. D

2173-2174

2002

Rhodococcus sp., Rhodococcus sp. NCIMB12038

12454491

440332

Wackett, L.P.; Kwart, L.D.; Gibson, D.T.

Benzylic monooxygenation catalyzed by toluene dioxygenase from Pseudomonas putida

Biochemistry

1360-1367

1988

Pseudomonas putida

3365392

658492

Matsui, T.; Tanaka, Y.; Maruhashi, K.; Kurane, R.

Naphtho[1,2-b]thiophene degradation by Pseudomonas sp. HKT554: involvement of naphthalene dioxygenase

Curr. Microbiol.

39-42

2003

Pseudomonas sp., Pseudomonas sp. HKT554

12432462

660501

Karlsson, A.; Parales, J.V.; Parales, R.E.; Gibson, D.T.; Eklund, H.; Ramaswamy, S.

Crystal structure of naphthalene dioxygenase: side-on binding of dioxygen to iron

Science

299

1039-1042

2003

Pseudomonas sp.

12586937

660531

Boyd, D.R.; Sharma, N.D.; Haughey, S.A.; Kennedy, M.A.; Malone, J.F.; Shepherd, S.D.; Allen, C.C.R.; Dalton, H.

Dioxygenase-catalyzed sulfoxidation of bicyclic alkylaryl sulfides and chemoenzymatic synthesis of acyclic disulfoxides

Tetrahedron

549-559

2004

Pseudomonas putida, Pseudomonas putida 8859

672079

Jouanneau, Y.; Meyer, C.; Jakoncic, J.; Stojanoff, V.; Gaillard, J.

Characterization of a naphthalene dioxygenase endowed with an exceptionally broad substrate specificity toward polycyclic aromatic hydrocarbons

Biochemistry

12380-12391

2006

Sphingomonas sp.

17014090

673725

Lee, K.

p-hydroxylation reactions catalyzed by naphthalene dioxygenase

FEMS Microbiol. Lett.

255

316-320

2006

Pseudomonas sp., Pseudomonas sp. NCIB 9816-4

16448512

674252

Gakhar, L.; Malik, Z.A.; Allen, C.C.; Lipscomb, D.A.; Larkin, M.J.; Ramaswamy, S.

Structure and increased thermostability of Rhodococcus sp. naphthalene 1,2-dioxygenase

J. Bacteriol.

187

7222-7231

2005

Rhodococcus sp., Rhodococcus sp. NCIMB12038

16237006

674304

Ferraro, D.J.; Okerlund, A.L.; Mowers, J.C.; Ramaswamy, S.

Structural basis for regioselectivity and stereoselectivity of product formation by naphthalene 1,2-dioxygenase

J. Bacteriol.

188

6986-6994

2006

Pseudomonas sp., Pseudomonas sp. NCIB 9816-4

16980501

674918

Karlsson, A.; Parales, J.V.; Parales, R.E.; Gibson, D.T.; Eklund, H.; Ramaswamy, S.

NO binding to naphthalene dioxygenase

J. Biol. Inorg. Chem.

483-489

2005

Escherichia coli, Escherichia coli JM109(DE3)

15942729

685777

McIver, A.M.; Garikipati, S.V.; Bankole, K.S.; Gyamerah, M.; Peeples, T.L.

Microbial oxidation of naphthalene to cis-1,2-naphthalene dihydrodiol using naphthalene dioxygenase in biphasic media

Biotechnol. Prog.

593-598

2008

Escherichia coli

18471025

687299

Ohta, T.; Chakrabarty, S.; Lipscomb, J.D.; Solomon, E.I.

Near-IR MCD of the nonheme ferrous active site in naphthalene 1,2-dioxygenase: correlation to crystallography and structural insight into the mechanism of Rieske dioxygenases

J. Am. Chem. Soc.

130

1601-1610

2008

Pseudomonas sp.

18189388

688439

Chopard, C.; Azerad, R.; Prange, T.

Naphthalene-dioxygenase-catalyzed cis-dihydroxylation of azaarene derivatives. Part 1: 2-Pyridones and 2-quinolones

J. Mol. Catal. B

53-60

2008

Pseudomonas sp.

695702

Pathak, H.; Madamwar, D.

Biosynthesis of indigo dye by newly isolated naphthalene-degrading strain Pseudomonas sp. HOB1 and its application in dyeing cotton fabric

Appl. Biochem. Biotechnol.

160

1616-1626

2009

Pseudomonas sp., Pseudomonas sp. HOB1

19440664

696501

Piskonen, R.; Nyyssoenen, M.; Itaevaara, M.

Evaluating the biodegradation of aromatic hydrocarbons by monitoring of several functional genes

Biodegradation

883-895

2008

Pseudomonas putida (P0A110 and P0A112), Pseudomonas putida, Pseudomonas putida G7 (P0A110 and P0A112)

18425625

701235

AbuBakr, S.; Macmil, S.; Nanny, M.; Duncan, K.

Enzymatic transformation of humic substances by NDO

Soil Biol. Biochem.

2055-2062

2008

Pseudomonas putida, Pseudomonas putida G7

100085418

724086

Seo, J.; Ryu, J.Y.; Han, J.; Ahn, J.H.; Sadowsky, M.J.; Hur, H.G.; Chong, Y.

Amino acid substitutions in naphthalene dioxygenase from Pseudomonas sp. strain NCIB 9816-4 result in regio- and stereo-specific hydroxylation of flavanone and isoflavanone

Appl. Microbiol. Biotechnol.

693-704

2013

Pseudomonas sp., Pseudomonas sp. NCIB 9816-4

22391970

725573

Tondervik, A.; Bruheim, P.; Berg, L.; Ellingsen, T.E.; Kotlar, H.K.; Valla, S.; Throne-Holst, M.

Ralstonia sp. U2 naphthalene dioxygenase and Comamonas sp. JS765 nitrobenzene dioxygenase show differences in activity towards methylated naphthalenes

J. Biosci. Bioeng.

113

173-178

2012

Ralstonia sp., Ralstonia sp. U2

22036075

726479

Chopard, C.; Bertho, G.; Prange, T.

Naphthalene-dioxygenase catalysed cis-dihydroxylation of bicyclic azaarenes

RSC Adv.

605-615

2012

Pseudomonas sp., Pseudomonas sp. NCIB 9616-4

740594

Yen, K.M.; Karl, M.R.

Identification of a new gene, tmoF, in the Pseudomonas mendocina KR1 gene cluster encoding toluene-4-monooxygenase

J. Bacteriol.

174

7253-7261

1992

plasmid NAH7 (Q52009), plasmid NAH7

1429451

741477

Dutta, K.; Shityakov, S.; Das, P.P.; Ghosh, C.

Enhanced biodegradation of mixed PAHs by mutated naphthalene 1,2-dioxygenase encoded by Pseudomonas putida strain KD6 isolated from petroleum refinery waste

3 Biotech

365

2017

Pseudomonas putida, Pseudomonas putida KD6

29051846

741636

Zhang, X.; Qu, Y.; Ma, Q.; Kong, C.; Zhou, H.; Cao, X.; Shen, W.; Shen, E.; Zhou, J.

Production of indirubin from tryptophan by recombinant Escherichia coli containing naphthalene dioxygenase genes from Comamonas sp. MQ

Appl. Biochem. Biotechnol.

172

3194-3206

2014

Comamonas sp. MQ (G9IE62), Comamonas sp. MQ (G9IE63)

24500796

741711

Jouanneau, Y.; Meyer, C.; Duraffourg, N.

Dihydroxylation of four- and five-ring aromatic hydrocarbons by the naphthalene dioxygenase from Sphingomonas CHY-1

Appl. Microbiol. Biotechnol.

100

1253-1263

2016

Sphingomonas sp. CHY-1

26476651

742298

Jin, J.N.; Yao, J.; Zhang, Q.Y.; Yu, C.; Chen, P.; Liu, W.J.; Peng, D.N.; Choi, M.M.

An integrated approach of bioassay and molecular docking to study the dihydroxylation mechanism of pyrene by naphthalene dioxygenase in Rhodococcus sp. ustb-1

Chemosphere

128

307-313

2015

Rhodococcus sp. ustb-1

25747183

742329

Ji, X.; Xu, J.; Ning, S.; Li, N.; Tan, L.; Shi, S.

Cometabolic degradation of dibenzofuran and dibenzothiophene by a naphthalene-degrading Comamonas sp. JB

Curr. Microbiol.

1411-1416

2017

Comamonas sp. JB

28821932

742392

Peng, R.H.; Fu, X.Y.; Zhao, W.; Tian, Y.S.; Zhu, B.; Han, H.J.; Xu, J.; Yao, Q.H.

Phytoremediation of phenanthrene by transgenic plants transformed with a naphthalene dioxygenase system from Pseudomonas

Environ. Sci. Technol.

12824-12832

2014

Pseudomonas putida

25299803

742718

Ferraro, D.J.; Okerlund, A.; Brown, E.; Ramaswamy, S.

One enzyme, many reactions structural basis for the various reactions catalyzed by naphthalene 1,2-dioxygenase

IUCrJ

648-656

2017

Pseudomonas sp. (P0A111), Pseudomonas sp. C18 (P0A111)

28989720

742963

Escalante, D.E.; Aukema, K.G.; Wackett, L.P.; Aksan, A.

Simulation of the bottleneck controlling access into a Rieske active site Predicting substrates of naphthalene 1,2-dioxygenase

J. Chem. Inf. Model.

550-561

2017

Pseudomonas putida (P0A110), Pseudomonas putida (P0A112)

28170277

743124

Librando, V.; Pappalardo, M.

Theoretical approach to the innovative mutation of naphthalene 1,2-dioxygenase a molecular dynamics and docking study

J. Mol. Model.

2354

2014

Pseudomonas putida (P0A110)

25073456

743238

Yang, Y.; Wang, J.; Liao, J.; Xie, S.; Huang, Y.

Distribution of naphthalene dioxygenase genes in crude oil-contaminated soils

Microb. Ecol.

785-793

2014

Pseudomonas sp.

25008984