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Ligand propyl-2-nitronate

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

LITERATURE

REACTION DIAGRAM

PROVEN IN VIVO REACTION

ENZYME 3D STRUCTURE

1.13.12.16

695891

propyl-2-nitronate + O2 + FMNH2 = ? + nitrite + FMN + H2O

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Substrate in Enzyme-catalyzed Reactions (9 results)

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Show Substrate (9 entries)

EC NUMBER

LITERATURE

REACTION DIAGRAM

REACTION

ENZYME 3D STRUCTURE

1.13.12.16

697294

propyl-2-nitronate + Cu(0) + 1,10-phenanthroline + O2 = propan-2-one + ?

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1.13.12.16

697294

propyl-2-nitronate + Cu(0) + 2,2'-bipyridine + O2 = propan-2-one + ?

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1.13.12.16

697294

propyl-2-nitronate + Cu(0) + N,N,N',N'-tetramethylethylenediamine + O2 = propan-2-one + (NO2)CuN,N,N',N'-tetramethylethylenediamine

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1.13.12.16

697294

propyl-2-nitronate + Cu(0) + O2 = propan-2-one + ?

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1.13.12.16

695891

propyl-2-nitronate + O2 + FMNH2 = ? + nitrite + FMN + H2O

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1.13.12.16

745306

propyl-2-nitronate + O2 = ?

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1.13.12.16

656289

propyl-2-nitronate + O2 = ? + nitrite

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1.13.12.16

639232, 639227

propyl-2-nitronate + O2 = acetone + HNO2

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1.13.12.16

684712

propyl-2-nitronate + O2 = NO2- + acetone

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1.13.12.16

9 entries

Activator in Enzyme-catalyzed Reactions (1 result)

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Show Activating Compound (1 entry)

COMMENTARY

EC NUMBER

LITERATURE

ENZYME 3D STRUCTURE

increases the enzyme activity over 40fold when added to a reaction mixture that contains propionate-3-nitronate, the stimulation can be partially inhibited by superoxide dismutase

1.7.3.5

394386

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Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (3 results)

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Show Turnover Number (3 entries)

COMMENTARY

EC NUMBER

LITERATURE

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

anionic form of substrate

1.13.12.16

639232

6400

-

pH 8.0, 30°C

1.13.12.16

656289

15

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pH 8.0, 30°C

1.13.12.16

656289

29

-

pH 8.0, 30°C

2 entries

K_M Value (2 results)

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Show KM Value (2 entries)

COMMENTARY

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

LITERATURE

anionic

1.13.12.16

1.61

-

639227

anionic form of substrate

1.13.12.16

3.1

-

639232

References & Links

Literature References (8)

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Show Reference (8 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

394386

3667582

Propionate-3-nitronate oxidase from Penicillium atrovenetum is a flavoprotein which initiates the autoxidation of its substrate by O2

1987

Porter, D.J.T.; Bright, H.J.

J. Biol. Chem.

262

14428-14434

639227

6149727

Oxidation of anionic nitroalkanes by flavoenzymes, and participation of superoxide anion in the catalysis

1984

Kido, T.; Soda, K.

Arch. Biochem. Biophys.

234

468-475

639232

9501443

Purification, characterization, and mechanism of a flavin mononucleotide-dependent 2-nitropropane dioxygenase from Neurospora crassa

1998

Gorlatova, N.; Tchorzewski, M.; Kurihara, T.; Soda, K.; Esaki, N.

Appl. Environ. Microbiol.

64

1029-1033

656289

15582992

Involvement of a flavosemiquinone in the enzymatic oxidation of nitroalkanes catalyzes by 2-nitropropane dioxygenase

2005

Francis, K.; Russell, B.; Gadda, G.

J. Biol. Chem.

280

5195-5204

684712

18329375

Oxidation of alkyl nitronates catalyzed by 2-nitropropane dioxygenase from Hansenula mrakii

2008

Mijatovic, S.; Gadda, G.

Arch. Biochem. Biophys.

473

61-68

695891

19577534

Nitronate monooxygenase, a model for anionic flavin semiquinone intermediates in oxidative catalysis

2009

Gadda, G.; Francis, K.

Arch. Biochem. Biophys.

493

53-61

697294

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Copper mediated conversion of nitro compounds to aldehydes or ketones by dioxygen

1996

Balogh-Hergovich, E.; Kaizer, J.; Speier, G.

Chem. Lett.

25

573-574

745306

25002579

The combined structural and kinetic characterization of a bacterial nitronate monooxygenase from Pseudomonas aeruginosa PAO1 establishes NMO class I and II

2014

Salvi, F.; Agniswamy, J.; Yuan, H.; Vercammen, K.; Pelicaen, R.; Cornelis, P.; Spain, J.C.; Weber, I.T.; Gadda, G.

J. Biol. Chem.

289

23764-23775

Links to other databases for propyl-2-nitronate

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Show Links (1 entry)

ChEBI

PubChem

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