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Ligand indoxyl

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

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

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Show Natural Substrate (3 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.220

UDP-glucose + indoxyl = UDP + 1H-indole-3-yl-beta-D-glucopyranoside

488949

-

2.4.1.220

UDP-glucose + indoxyl = UDP + indican

759989

-

2.4.1.220

2 entries

2.8.2.1

3'-phosphoadenylylsulfate + 3-hydroxyindole = adenosine 3',5'-bisphosphate + 3-indoxyl sulfate

645642

-

Substrate in Enzyme-catalyzed Reactions (5 results)

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Show Substrate (5 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.220

ADP-glucose + indoxyl = ADP + indican

488950

-

2.4.1.220

GDP-glucose + indoxyl = GDP + indican

488950

-

2.4.1.220

UDP-glucose + indoxyl = UDP + 1H-indole-3-yl-beta-D-glucopyranoside

488949, 488950

-

2.4.1.220

UDP-glucose + indoxyl = UDP + indican

759818, 759989

-

2.4.1.220

4 entries

2.8.2.1

3'-phosphoadenylylsulfate + 3-hydroxyindole = adenosine 3',5'-bisphosphate + 3-indoxyl sulfate

645642

-

Product in Enzyme-catalyzed Reactions (11 results)

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Show Product (11 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.184

indole 3-acetaldehyde + NADPH = indole-3-ol + NADP+

0

-

1.1.1.191

indole-3-aldehyde + NADPH = indole-3-ol + NADP+

286157

-

1.11.2.1

3-hydroxyindoline + H2O2 = indoxyl + H2O

0

-

1.11.2.1

indole + H2O2 = 2-oxindole + indoxyl + H2O

0

-

1.11.2.1

2 entries

1.11.2.3

indole + H2O2 = indoxyl + H2O

0

-

1.14.13.8

indole + NADPH + H+ + O2 = indoxyl + NADP+ + H2O

0

-

1.14.15.1

indole + O2 + reduced putidaredoxin = 3-hydroxyindole + oxidized putidaredoxin + H2O

0

-

3.1.1.1

indoxyl acetate + H2O = indol-3-ol + acetate

0

-

3.1.3.2

3-indoxyl phosphate + H2O = 3-indoxol + phosphate

0

-

3.1.6.1

3-indoxyl sulfate + H2O = 1H-indol-3-ol + sulfate

0

-

3.2.1.104

indoxyl beta-D-glucoside + H2O = D-glucose + indoxyl

0

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (2 results)

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Show Turnover Number (2 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

2.8.2.1

0.65

-

-

645642

2.8.2.1

0.733

-

isoenzyme I

645642

2.8.2.1

2 entries

K_M Value (3 results)

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Show KM Value (3 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.4.1.220

1.2

-

-

488949

2.8.2.1

0.07

-

isoenzyme II, pH 6.5, 37°C

645642

2.8.2.1

0.08

-

isoenzyme I, pH 6.5, 37°C

645642

2.8.2.1

2 entries

References & Links

Literature References (6)

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Show Reference (6 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

286157

-

Indole-3-acetaldehyde reductase in Phycomyces blakesleeanus. Characterization of the enzyme

1990

Ludwig-Muller, J.; Schramm, P.; Hilgenberg, W.

Physiol. Plant.

80

472-478

488949

10680172

Indoxyl-UDPG-glucosyltransferase from Baphicacanthus cusia

2000

Marcinek, H.; Weyler, W.; Deus-Neumann, B.; Zenk, M.H.

Phytochemistry

53

201-207

488950

10795317

Tissue and intracellular localization of indican and the purification and characterization of indican synthase from indigo plants

2000

Minami, Y.; Nishimura, O.; Hara-Nishimura, I.; Nishimura, M.; Matsubara, H.

Plant Cell Physiol.

41

218-225

645642

447677

Phenol sulfotransferases

1979

Sekura, R.D.; Jakoby, W.B.

J. Biol. Chem.

254

5658-5663

759818

29309053

Employing a biochemical protecting group for a sustainable indigo dyeing strategy

2018

Hsu, T.M.; Welner, D.H.; Russ, Z.N.; Cervantes, B.; Prathuri, R.L.; Adams, P.D.; Dueber, J.E.

Nat. Chem. Biol.

14

256-261

759989

30189417

Tissue-specific and intracellular localization of indican synthase from Polygonum tinctorium

2018

Inoue, S.; Morita, R.; Kuwata, K.; Kunieda, T.; Ueda, H.; Hara-Nishimura, I.; Minami, Y.

Plant Physiol. Biochem.

132

138-144

Links to other databases for indoxyl

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Show Links (1 entry)

ChEBI

PubChem