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Literature summary for 4.3.3.2 extracted from

  • McCoy, E.; Galan, M.C.; O'Connor S.E.
    Substrate specificity of strictosidine synthase (2006), Bioorg. Med. Chem. Lett., 16, 2475-2478.
    View publication on PubMed

Application

Application Comment Organism
medicine anti-cancer and anti-hypertensive agents Escherichia coli

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0071
-
2-(5-fluoro-1H-indol-3-yl)ethanamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.0074
-
tryptamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.0077
-
2-benzofuran-3-yl-ethylamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.0089
-
2-(6-fluoro-1H-indol-3-yl)ethanamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.013
-
2-(7-fluoro-1H-indol-3-yl)ethanamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.042
-
2-(4-fluoro-1H-indol-3-yl)ethanamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.08
-
2-(4-methyl-1H-indol-3-yl)ethanamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.198
-
2-(7-methyl-1H-indol-3-yl)ethanamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
1.2
-
3-(2-aminoethyl)-1H-indol-5-ol HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-(1-benzothien-3-yl)ethanamine + secologanin
-
Escherichia coli (4S,5R,6S)-4-[(S)-1-(1,2,3,4-tetrahydro-benzo[4,5]thieno[2,3-c]pyridin-1-yl)methyl]-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
-
?
2-(4-fluoro-1H-indol-3-yl)ethanamine + secologanin
-
Escherichia coli (4S,5R,6S)-4-((S)-5-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
-
?
2-(4-methyl-1H-indol-3-yl)ethanamine + secologanin
-
Escherichia coli (4S,5R,6S)-4-((S)-5-methyl-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
-
?
2-(5-fluoro-1H-indol-3-yl)ethanamine + secologanin
-
Escherichia coli (4S,5R,6S)-4-((S)-6-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
-
?
2-(6-fluoro-1H-indol-3-yl)ethanamine + secologanin
-
Escherichia coli (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
-
?
2-(7-fluoro-1H-indol-3-yl)ethanamine + secologanin
-
Escherichia coli (4S,5R,6S)-4-((S)-8-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
-
?
2-(7-methyl-1H-indol-3-yl)ethanamine + secologanin
-
Escherichia coli (4S,5R,6S)-4-((S)-8-methyl-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
-
?
2-benzofuran-3-yl-ethylamine + secologanin
-
Escherichia coli (4S,5R,6S)-4-[(S)-1-(1,2,3,4-tetrahydro-benzo[4,5]furo[2,3-c]pyridin-1-yl)methyl]-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
-
?
3-(2-aminoethyl)-1H-indol-5-ol + secologanin
-
Escherichia coli (4S,5R,6S)-4-((S)-6-hydroxy-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
-
?
additional information tryptophan, phenylethylamine, tyramine and pyrrole cannot subsitute for tryptamine, overview on substituted tryptamines Escherichia coli ?
-
?
tryptamine + secologanin
-
Escherichia coli 3-alpha(S)-strictosidine + H2O
-
?

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.0016
-
3-(2-aminoethyl)-1H-indol-5-ol HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.0018
-
2-(7-fluoro-1H-indol-3-yl)ethanamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.0031
-
2-(4-methyl-1H-indol-3-yl)ethanamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.0038
-
2-benzofuran-3-yl-ethylamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.0048
-
2-(7-methyl-1H-indol-3-yl)ethanamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.0072
-
2-(5-fluoro-1H-indol-3-yl)ethanamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.0093
-
2-(6-fluoro-1H-indol-3-yl)ethanamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.015
-
tryptamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli
0.058
-
2-(4-fluoro-1H-indol-3-yl)ethanamine HPLC, neutral pH, micromolar to low millimolar substrate concentrations Escherichia coli