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Ligand 6-fluoro-tryptamine

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (5 results)

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Show Substrate (5 entries)

EC NUMBER

LITERATURE

REACTION DIAGRAM

REACTION

ENZYME 3D STRUCTURE

2.3.1.87

487622

acetyl-CoA + 6-fluorotryptamine = CoA + N-acetyl-6-fluorotryptamine

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4.3.3.2

679176

6-fluoro-tryptamine + H2O = ?

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4.3.3.2

694743

6-fluorotryptamine + secologanin = 6-fluoro-3-alpha(S)-strictosidine + H2O

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4.3.3.2

666582

6-fluorotryptamine = ?

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4.3.3.2

664326

2-(6-fluoro-1H-indol-3-yl)ethanamine + secologanin = (4S,5R,6S)-4-((S)-7-fluoro-2,3,4,9-tetrahydro-1H-b-carbolin-1-ylmethyl)-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-vinyl-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester + H2O

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4.3.3.2

4 entries

Inhibitor in Enzyme-catalyzed Reactions (1 result)

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Show Inhibitors (1 entry)

COMMENTARY

EC NUMBER

LITERATURE

ENZYME 3D STRUCTURE

a drug causing head-twitch response, IC50: 0.00018 mM

1.4.3.4

656875

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Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (5 results)

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Show Turnover Number (5 entries)

COMMENTARY

EC NUMBER

LITERATURE

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

HPLC, neutral pH, micromolar to low millimolar substrate concentrations

4.3.3.2

664326

0.0093

-

mutant V208A

4.3.3.2

679176

0.52

-

mutant V208A

4.3.3.2

679176

13.63

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wild-type enzyme

4.3.3.2

679176

16.9

-

wild-type enzyme

4.3.3.2

679176

23.37

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mutant V208A

2 entries

wild-type enzyme

2 entries

K_M Value (3 results)

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Show KM Value (3 entries)

COMMENTARY

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

LITERATURE

HPLC, neutral pH, micromolar to low millimolar substrate concentrations

4.3.3.2

0.0089

-

664326

mutant V208A

4.3.3.2

0.356

-

679176

wild-type enzyme

4.3.3.2

0.136

-

679176

IC₅₀ Value (1 result)

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Show IC50 Value (1 entry)

COMMENTARY

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

LITERATURE

a drug causing head-twitch response, IC50: 0.00018 mM

1.4.3.4

0.00018

-

656875

References & Links

Literature References (6)

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Show Reference (6 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

487622

6469990

Arylamine N-acetyltransferase and arylalkylamine N-acetyltransferase in the mammalian pineal gland

1984

Voisin, P.; Namboodiri, M.A.A.; Klein, D.C.

J. Biol. Chem.

259

10913-10918

656875

14697897

Monoamine oxidase and head-twitch response in mice. Mechanisms of alpha-methylated substrate derivatives

2004

Nakagawasai, O.; Arai, Y.; Satoh, S.e.; Satoh, N.; Neda, M.; Hozumi, M.; Oka, R.; Hiraga, H.; Tadano, T.

Neurotoxicology

25

223-232

664326

16481164

Substrate specificity of strictosidine synthase

2006

McCoy, E.; Galan, M.C.; O'Connor S.E.

Bioorg. Med. Chem. Lett.

16

2475-2478

666582

16531499

The Structure of Rauvolfia serpentina Strictosidine Synthase Is a Novel Six-Bladed {beta}-Propeller Fold in Plant Proteins

2006

Ma, X.; Panjikar, S.; Koepke, J.; Loris, E.; Stockigt, J.

Plant Cell

18

907-920

679176

17884630

Structure-based engineering of strictosidine synthase: auxiliary for alkaloid libraries

2007

Loris, E.A.; Panjikar, S.; Ruppert, M.; Barleben, L.; Unger, M.; Schuebel, H.; Stoeckigt, J.

Chem. Biol.

14

979-985

694743

18280746

3D-Structure and function of strictosidine synthase - the key enzyme of monoterpenoid indole alkaloid biosynthesis

2008

Stoeckigt, J.; Barleben, L.; Panjikar, S.; Loris, E.A.

Plant Physiol. Biochem.

46

340-355

Links to other databases for 6-fluoro-tryptamine

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Show Links (1 entry)

ChEBI

PubChem

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