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Ligand narbomycin

Basic Ligand Information

Molecular Structure

Related pathways

Show all BRENDA pathways known for narbomycin

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (6 results)

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Show Natural Substrate (6 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.14.1

narbomycin + [reduced NADPH-hemoprotein reductase] + O2 = pikromycin + [oxidized NADPH-hemoprotein reductase] + H2O

671188

-

1.14.15.33

narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + 2 O2 = novapikromyin + 2 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O

744239

8GUE, 3D-view

1.14.15.33

narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = neopikromycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O

725370

8GUE, 3D-view

1.14.15.33

narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = novapikromyin + 2 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O

725370

8GUE, 3D-view

1.14.15.33

narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = pikromycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O

725370

8GUE, 3D-view

1.14.15.33

narbomycin + reduced ferredoxin [iron-sulfur] cluster + H+ + O2 = pikromycin + oxidized ferredoxin [iron-sulfur] cluster + H2O

744239

8GUE, 3D-view

1.14.15.33

5 entries

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

2.4.1.277

TDP-3-dimethylamino-4,6-dideoxy-alpha-D-glucopyranose + narbonolide = dTDP + narbomycin

-

-

Substrate in Enzyme-catalyzed Reactions (7 results)

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Show Substrate (7 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.14.1

narbomycin + [reduced NADPH-hemoprotein reductase] + O2 = pikromycin + [oxidized NADPH-hemoprotein reductase] + H2O

671188

-

1.14.15.33

narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + 2 O2 = novapikromyin + 2 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O

744239

8GUE, 3D-view

1.14.15.33

narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = neopikromycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O

725370, 728177

8GUE, 3D-view

1.14.15.33

narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = novapikromycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O

728177

8GUE, 3D-view

1.14.15.33

narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = novapikromyin + 2 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O

725370

8GUE, 3D-view

1.14.15.33

narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = pikromycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O

725370, 714405, 727289, 728177, 727865

8GUE, 3D-view

1.14.15.33

narbomycin + reduced ferredoxin [iron-sulfur] cluster + H+ + O2 = pikromycin + oxidized ferredoxin [iron-sulfur] cluster + H2O

744239

8GUE, 3D-view

1.14.15.33

6 entries

Product in Enzyme-catalyzed Reactions (1 result)

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Show Product (1 entry)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.277

TDP-3-dimethylamino-4,6-dideoxy-alpha-D-glucopyranose + narbonolide = dTDP + narbomycin

-

-

3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (1 entry)

EC NUMBER

ENZYME 3D STRUCTURE

1.14.15.33

8GUE, 3D-view

Enzyme Kinetic Parameters

References & Links

Literature References (8)

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Show Reference (8 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

671188

-

Structural diversification of macrolactones by substrate-flexible cytochrome P450 monooxygenases

2005

Lee, S.K.; Basnet, D.B.; Hong, J.S.; Jung, W.S.; Choi, C.Y.; Lee, H.C.; Sohng, J.K.; Ryu, K.G.; Kim, D.J.; Ahn, J.S.; Kim, B.S.; Oh, H.C.; Sherman, D.H.; Yoon, Y.J.

Adv. Synth. Catal.

347

1369-1378

714405

15530995

The role of erythromycin C-12 hydroxylase, EryK, as a substitute for PikC hydroxylase in pikromycin biosynthesis

2004

Lee, S.K.; Basnet, D.B.; Choi, C.Y.; Sohng, J.K.; Ahn, J.S.; Yoon, Y.J.

Bioorg. Chem.

32

549-559

725370

16825192

The structural basis for substrate anchoring, active site selectivity, and product formation by P450 PikC from Streptomyces venezuelae

2006

Sherman, D.H.; Li, S.; Yermalitskaya, L.V.; Kim, Y.; Smith, J.A.; Waterman, M.R.; Podust, L.M.

J. Biol. Chem.

281

26289-26297

727289

9831532

Hydroxylation of macrolactones YC-17 and narbomycin is mediated by the pikC-encoded cytochrome P450 in Streptomyces venezuelae

1998

Xue, Y.; Wilson, D.; Zhao, L.; Liu, H.w.; Sherman, D.H.

Chem. Biol.

5

661-667

727865

19124459

Analysis of transient and catalytic desosamine-binding pockets in cytochrome P-450 PikC from Streptomyces venezuelae

2009

Li, S.; Ouellet, H.; Sherman, D.H.; Podust, L.M.

J. Biol. Chem.

284

5723-5730

728177

16724858

Neopikromycin and novapikromycin from the pikromycin biosynthetic pathway of Streptomyces venezuelae

2006

Lee, S.K.; Park, J.W.; Kim, J.W.; Jung, W.S.; Park, S.R.; Choi, C.Y.; Kim, E.S.; Kim, B.S.; Ahn, J.S.; Sherman, D.H.; Yoon, Y.J.

J. Nat. Prod.

69

847-849

744239

27890614

Structural insights into the binding of lauric acid to CYP107L2 from Streptomyces avermitilis

2017

Han, S.; Pham, T.V.; Kim, J.H.; Lim, Y.R.; Park, H.G.; Jeong, D.; Yun, C.H.; Chun, Y.J.; Kang, L.W.; Kim, D.

Biochem. Biophys. Res. Commun.

482

902-908

744239

27890614

Structural insights into the binding of lauric acid to CYP107L2 from Streptomyces avermitilis

2017

Han, S.; Pham, T.V.; Kim, J.H.; Lim, Y.R.; Park, H.G.; Jeong, D.; Yun, C.H.; Chun, Y.J.; Kang, L.W.; Kim, D.

Biochem. Biophys. Res. Commun.

482

902-908

744239

2 entries

Links to other databases for narbomycin

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Show Links (1 entry)