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Ligand methanophenazine

Basic Ligand Information

Molecular Structure

Related pathways

Show all BRENDA pathways known for methanophenazine

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (8 results)

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Show Natural Substrate (8 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.12.98.3

H2 + 2-(2,3-dihydropentaprenyloxy)phenazine = 2-dihydropentaprenyloxyphenazine

440299, 440300, 727829, 741956

-

1.5.7.2

methanophenazine + reduced F420 + 2 H+ = reduced methanophenazine + oxidized F420

741987

-

1.5.7.2

methanophenazine + reduced ferredoxin + 2 H+ = reduced methanophenazine + oxidized ferredoxin

741987

-

1.5.7.2

2 entries

1.5.98.3

reduced coenzyme F420 + methanophenazine = oxidized coenzyme F420 + dihydromethanophenazine

724960, 742504, 742713, 742536, 440299, 742775, 727829

-

1.8.98.1

coenzyme B + coenzyme M + methanophenazine = N-(7-[(2-sulfoethyl)dithio]heptanoyl)-3-O-phospho-L-threonine + dihydromethanophenazine

639391, 639393, 639394, 440299

-

1.8.98.1

coenzyme B + coenzyme M + methanophenazine = N-(7-[(2-sulfoethyl)dithio]heptanoyl)-O3-phospho-L-threonine + dihydromethanophenazine

713055, 713413

-

1.8.98.1

coenzyme B + coenzyme M + methanophenazine = N-[7-[(2-sulfoethyl)dithio]heptanoyl]-O3-phospho-L-threonine + dihydromethanophenazine

741554

-

1.8.98.1

3 entries

7.2.1.2

2 reduced ferredoxin [iron-sulfur] cluster + methanophenazine + Na+[side 1] = 2 oxidized ferredoxin [iron-sulfur] cluster + reduced methanophenazine + Na+[side 2]

733098

-

In Vivo Product in Enzyme-catalyzed Reactions (3 results)

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Show Natural Product (3 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.8.98.1

coenzyme B-coenzyme M disulfide + dihydromethanophenazine = coenzyme B + coenzyme M + methanophenazine

-

-

1.8.98.1

DsrC protein disulfide + dihydromethanophenazine = DsrC protein + methanophenazine

-

-

1.8.98.1

N-(7-[(2-sulfoethyl)dithio]heptanoyl)-3-O-phospho-L-threonine + dihydromethanophenazine = coenzyme B + coenzyme M + methanophenazine

-

-

1.8.98.1

3 entries

Substrate in Enzyme-catalyzed Reactions (8 results)

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Show Substrate (8 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.12.98.3

H2 + 2-(2,3-dihydropentaprenyloxy)phenazine = 2-dihydropentaprenyloxyphenazine

440300, 440299, 439643, 727829, 741956

-

1.5.7.2

methanophenazine + reduced F420 + 2 H+ = reduced methanophenazine + oxidized F420

741987

-

1.5.7.2

methanophenazine + reduced ferredoxin + 2 H+ = reduced methanophenazine + oxidized ferredoxin

741987

-

1.5.7.2

2 entries

1.5.98.3

reduced coenzyme F420 + methanophenazine = oxidized coenzyme F420 + dihydromethanophenazine

724960, 742504, 742713, 742536, 440299, 742775, 727829

-

1.8.98.1

coenzyme B + coenzyme M + methanophenazine = N-(7-[(2-sulfoethyl)dithio]heptanoyl)-3-O-phospho-L-threonine + dihydromethanophenazine

639391, 639393, 639394, 440299, 667866

-

1.8.98.1

coenzyme B + coenzyme M + methanophenazine = N-(7-[(2-sulfoethyl)dithio]heptanoyl)-O3-phospho-L-threonine + dihydromethanophenazine

713055, 713413

-

1.8.98.1

coenzyme B + coenzyme M + methanophenazine = N-[7-[(2-sulfoethyl)dithio]heptanoyl]-O3-phospho-L-threonine + dihydromethanophenazine

741554

-

1.8.98.1

3 entries

7.2.1.2

2 reduced ferredoxin [iron-sulfur] cluster + methanophenazine + Na+[side 1] = 2 oxidized ferredoxin [iron-sulfur] cluster + reduced methanophenazine + Na+[side 2]

733098

-

Product in Enzyme-catalyzed Reactions (3 results)

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Show Product (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.8.98.1

coenzyme B-coenzyme M disulfide + dihydromethanophenazine = coenzyme B + coenzyme M + methanophenazine

-

-

1.8.98.1

DsrC protein disulfide + dihydromethanophenazine = DsrC protein + methanophenazine

-

-

1.8.98.1

N-(7-[(2-sulfoethyl)dithio]heptanoyl)-3-O-phospho-L-threonine + dihydromethanophenazine = coenzyme B + coenzyme M + methanophenazine

-

-

1.8.98.1

3 entries

Enzyme Cofactor/Cosubstrate (1 result)

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Show Cofactor (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

7.2.1.2

-

733098

-

Enzyme Kinetic Parameters

References & Links

Literature References (24)

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Show Reference (24 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

439643

10491189

Purification and catalytic properties of Ech hydrogenase from Methanosarcina barkeri

1999

Meuer, J.; Bartoschek, S.; Koch, J.; Kunkel, A.; Hedderich, R.

Eur. J. Biochem.

265

325-335

440299

9555882

Isolation and characterization of methanophenazine and function of phenazines in membrane-bound electron transport of Methanosarcina mazei Go1

1998

Abken, H.J.; Tietze, M.; Brodersen, J.; Baumer, S.; Beifuss, U.; Deppenmeier, U.

J. Bacteriol.

180

2027-2032

440300

10471795

Novel reactions involved in energy conservation by methanogenic archaea

1999

Deppenmeier, U.; Lienard, T.; Gottschalk, G.

FEBS Lett.

457

291-297

639391

2121478

Purification and properties of heterodisulfide reductase from Methanobacterium thermoautotrophicum (strain Marburg)

1990

Hedderich, R.; Berkessel, A.; Thauer, R.K.

Eur. J. Biochem.

193

255-261

639393

9665708

Purification and properties of the heme- and iron-sulfur-containing heterodisulfide reductase from Methanosarcina thermophila

1998

Simianu, M.; Murakami, E.; Brewer, J.M.; Ragsdale, S.W.

Biochemistry

37

10027-10039

639394

11034998

Characterization of the intramolecular electron transfer pathway from 2-hydroxyphenazine to the heterodisulfide reductase from Methanosarcina thermophilo

2001

Murakami, E.; Deppenmeier, U.; Ragsdale, S.W.

J. Biol. Chem.

276

2432-2439

667866

16218868

Heterodisulfide reductase from methanogenic archaea: a new catalytic role for an iron-sulfur cluster

2005

Hedderich, R.; Hamann, N.; Bennati, M.

Biol. Chem.

386

961-970

713055

19968794

Methanogenesis by Methanosarcina acetivorans involves two structurally and functionally distinct classes of heterodisulfide reductase

2010

Buan, N.R.; Metcalf, W.W.

Mol. Microbiol.

75

843-853

713413

20534465

Protein complexing in a methanogen suggests electron bifurcation and electron delivery from formate to heterodisulfide reductase

2010

Costa, K.C.; Wong, P.M.; Wang, T.; Lie, T.J.; Dodsworth, J.A.; Swanson, I.; Burn, J.A.; Hackett, M.; Leigh, J.A.

Proc. Natl. Acad. Sci. USA

107

11050-11055

724960

21306561

Re-evaluation of the function of the F420 dehydrogenase in electron transport of Methanosarcina mazei

2011

Welte, C.; Deppenmeier, U.

FEBS J.

278

1277-1287

727829

10751389

The F420H2 dehydrogenase from Methanosarcina mazei is a Redox-driven proton pump closely related to NADH dehydrogenases

2000

Baumer, S.; Ide, T.; Jacobi, C.; Johann, A.; Gottschalk, G.; Deppenmeier, U.

J. Biol. Chem.

275

17968-17973

733098

18378592

Discovery of a ferredoxin:NAD+-oxidoreductase (Rnf) in Acetobacterium woodii: A novel potential coupling site in acetogens

2008

Mueller, V.; Imkamp, F.; Biegel, E.; Schmidt, S.; Dilling, S.

Ann. N. Y. Acad. Sci.

1125

137-146

741554

-

Heterodisulfide reductase from Acidithiobacilli is a key component involved in metabolism of reduced inorganic sulfur compounds

2013

Ehrenfeld, N.; Levican, G.; Parada, P.

Adv. Mater. Res.

825

194-197

741956

24333786

Bioenergetics and anaerobic respiratory chains of aceticlastic methanogens

2014

Welte, C.; Deppenmeier, U.

Biochim. Biophys. Acta

1837

1130-1147

741956

24333786

Bioenergetics and anaerobic respiratory chains of aceticlastic methanogens

2014

Welte, C.; Deppenmeier, U.

Biochim. Biophys. Acta

1837

1130-1147

741987

26808919

The role of geochemistry and energetics in the evolution of modern respiratory complexes from a proton-reducing ancestor

2016

Schut, G.; Zadvornyy, O.; Wu, C.; Peters, J.; Boyd, E.; Adams, M.

Biochim. Biophys. Acta

1857

958-970

741987

26808919

The role of geochemistry and energetics in the evolution of modern respiratory complexes from a proton-reducing ancestor

2016

Schut, G.; Zadvornyy, O.; Wu, C.; Peters, J.; Boyd, E.; Adams, M.

Biochim. Biophys. Acta

1857

958-970

741956

2 entries

741987

2 entries

742504

-

The F420H2 heterodisulfide oxidoreductase system from Methanosarcina species. 2-Hydroxyphenazine mediates electron transfer from F420H2 dehydrogenase to heterodisulfide reductase

1998

Baeumer, S.; Murakami, E.; Brodersen, J.; Gottschalk, G.; Ragsdale, S.; Deppenmeier, U.

FEBS Lett.

428

295-298

742536

9933933

The F420H2-dehydrogenase from Methanolobus tindarius cloning of the ffd operon and expression of the genes in Escherichia coli

1999

Westenberg, D.; Braune, A.; Ruppert, C.; Müller, V.; Herzberg, C.; Gottschalk, G.; Blaut, M.

FEMS Microbiol. Lett.

170

389-398

742536

9933933

The F420H2-dehydrogenase from Methanolobus tindarius cloning of the ffd operon and expression of the genes in Escherichia coli

1999

Westenberg, D.; Braune, A.; Ruppert, C.; Müller, V.; Herzberg, C.; Gottschalk, G.; Blaut, M.

FEMS Microbiol. Lett.

170

389-398

742713

24335827

Methanotrophic archaea possessing diverging methane-oxidizing and electron-transporting pathways

2014

Wang, F.P.; Zhang, Y.; Chen, Y.; He, Y.; Qi, J.; Hinrichs, K.U.; Zhang, X.X.; Xiao, X.; Boon, N.

ISME J.

8

1069-1078

742713

24335827

Methanotrophic archaea possessing diverging methane-oxidizing and electron-transporting pathways

2014

Wang, F.P.; Zhang, Y.; Chen, Y.; He, Y.; Qi, J.; Hinrichs, K.U.; Zhang, X.X.; Xiao, X.; Boon, N.

ISME J.

8

1069-1078

742775

21478356

Membrane-bound electron transport in Methanosaeta thermophile

2011

Welte, C.; Deppenmeier, U.

J. Bacteriol.

192

2868-2870

742775

21478356

Membrane-bound electron transport in Methanosaeta thermophile

2011

Welte, C.; Deppenmeier, U.

J. Bacteriol.

192

2868-2870

742536

2 entries

742713

2 entries

742775

2 entries

Links to other databases for methanophenazine

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