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Ligand 8-demethyltetracenomycin C

Basic Ligand Information

Molecular Structure

Related pathways

Show all BRENDA pathways known for 8-demethyltetracenomycin C

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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

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.331

dTDP-beta-L-rhamnose + 8-demethyltetracenomycin C = dTDP + 8-demethyl-8-alpha-L-rhamnosyltetracenomycin C

724728, 776309

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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

1.14.13.200

tetracenomycin B2 + 2 O2 + 2 NAD(P)H + 2 H+ = 8-demethyl tetracenomycin C + 2 NAD(P)+ + H2O

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Substrate in Enzyme-catalyzed Reactions (11 results)

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Show Substrate (11 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.331

dTDP-beta-L-rhamnose + 8-demethyltetracenomycin C = dTDP + 8-demethyl-8-alpha-L-rhamnosyltetracenomycin C

724728, 729367, 776309

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2.4.1.331

NDP-4-dehydro-L-olivose + 8-demethyltetracenomycin C = NDP + 8-demethyl-8-alpha-(4-dehydro-L-olivosyl)tetracenomycin C

729367

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2.4.1.331

NDP-D-amicetose + 8-demethyltetracenomycin C = NDP + 8-demethyl-8-alpha-D-amicetyltetracenomycin C

729579

-

2.4.1.331

NDP-D-glucose + 8-demethyltetracenomycin C = NDP + 8-demethyl-8-alpha-D-glucosyltetracenomycin C

730233

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2.4.1.331

NDP-D-olivose + 8-demethyltetracenomycin C = NDP + 8-demethyl-8-alpha-D-olivosyltetracenomycin C

725242

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2.4.1.331

NDP-L-amicetose + 8-demethyltetracenomycin C = NDP + 8-demethyl-8-alpha-L-amicetyltetracenomycin C

729579

-

2.4.1.331

NDP-L-boivinose + 8-demethyltetracenomycin C = NDP + 8-demethyl-8-alpha-D-boivinosyltetracenomycin C

725242

-

2.4.1.331

NDP-L-digitose + 8-demethyltetracenomycin C = NDP + 8-demethyl-8-alpha-L-digitoxosyltetracenomycin C

730233

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2.4.1.331

NDP-L-digitoxose + 8-demethyltetracenomycin C = NDP + 8-demethyl-8-alpha-L-digitoxosyltetracenomycin C

725242

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2.4.1.331

NDP-L-olivose + 8-demethyltetracenomycin C = NDP + 8-demethyl-8-alpha-L-olivosylyltetracenomycin C

725242

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2.4.1.331

NDP-L-rhamnose + 8-demethyltetracenomycin C = NDP + 8-demethyl-8-alpha-L-rhamnosyltetracenomycin C

725242

-

2.4.1.331

11 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

1.14.13.200

tetracenomycin B2 + 2 O2 + 2 NAD(P)H + 2 H+ = 8-demethyl tetracenomycin C + 2 NAD(P)+ + H2O

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-

Enzyme Kinetic Parameters

References & Links

Literature References (6)

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Show Reference (6 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

724728

11306350

Identification of a sugar flexible glycosyltransferase from Streptomyces olivaceus, the producer of the antitumor polyketide elloramycin

2001

Blanco, G.; Patallo, E.P.; Brana, A.F.; Trefzer, A.; Bechthold, A.; Rohr, J.; Mendez, C.; Salas, J.A.

Chem. Biol.

8

253-263

725242

19233921

Modulation of deoxysugar transfer by the elloramycin glycosyltransferase ElmGT through site-directed mutagenesis

2009

Ramos, A.; Olano, C.; Brana, A.F.; Mendez, C.; Salas, J.A.

J. Bacteriol.

191

2871-2875

729367

22361136

Ketoolivosyl-tetracenomycin C: a new ketosugar bearing tetracenomycin reveals new insight into the substrate flexibility of glycosyltransferase ElmGT

2012

Nybo, S.E.; Shabaan, K.A.; Kharel, M.K.; Sutardjo, H.; Salas, J.A.; Mendez, C.; Rohr, J.

Bioorg. Med. Chem. Lett.

22

2247-2250

729579

15770274

Combining sugar biosynthesis genes for the generation of L- and D-amicetose and formation of two novel antitumor tetracenomycins

2005

Perez, M.; Lombo, F.; Zhu, L.; Gibson, M.; Brana, A.F.; Rohr, J.; Salas, J.A.; Mendez, C.

Chem. Commun. (Camb. )

2005

1604-1606

730233

12444703

Digitoxosyltetracenomycin C and glucosyltetracenomycin C, two novel elloramycin analogues obtained by exploring the sugar donor substrate specificity of glycosyltransferase ElmGT

2002

Fischer, C.; Rodriguez, L.; Patallo, E.P.; Lipata, F.; Brana, A.F.; Mendez, C.; Salas, J.A.; Rohr, J.

J. Nat. Prod.

65

1685-1689

776309

37332790

Engineering BioBricks for deoxysugar biosynthesis and generation of new tetracenomycins

2023

Tirkkonen, H.; Brown, K.V.; Niemczura, M.; Faudemer, Z.; Brown, C.; Ponomareva, L.V.; Helmy, Y.A.; Thorson, J.S.; Nybo, S.E.; Metsae-Ketelae, M.; Shaaban, K.A.

ACS omega

8

21237-21253

Links to other databases for 8-demethyltetracenomycin C

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