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Literature summary extracted from

  • Ruff, B.M.; Braese, S.; O'Connor, S.E.
    Biocatalytic production of tetrahydroisoquinolines (2012), Tetrahedron Lett., 53, 1071-1074.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
4.2.1.78 expressed in Escherichia coli BL21(DE3) cells Thalictrum flavum

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4.2.1.78 4-hydroxyphenylacetaldehyde + dopamine Thalictrum flavum 60% conversion after 3 h (S)-norcoclaurine + H2O
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 ?

Organism

EC Number Organism UniProt Comment Textmining
4.2.1.78 Thalictrum flavum
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-
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Purification (Commentary)

EC Number Purification (Comment) Organism
4.2.1.78 nickel resin column chromatography Thalictrum flavum

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.1.78 (2-fluorophenyl)acetaldehyde + dopamine 65% conversion after 3 h Thalictrum flavum (1S)-1-[2-(2-fluorophenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
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 ?
4.2.1.78 (2-methylphenyl)acetaldehyde + dopamine 66% conversion after 3 h Thalictrum flavum (1S)-1-[2-(2-methylphenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
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 ?
4.2.1.78 (3,4-dimethoxyphenyl)acetaldehyde + dopamine 69% conversion after 3 h Thalictrum flavum (1S)-1-[2-(3,4-dimethoxyphenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
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 ?
4.2.1.78 (3-fluorophenyl)acetaldehyde + dopamine 66% conversion after 3 h Thalictrum flavum (1S)-1-[2-(3-fluorophenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
 ?
4.2.1.78 (3-methylphenyl)acetaldehyde + dopamine 58% conversion after 3 h Thalictrum flavum (1S)-1-[2-(3-methylphenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
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 ?
4.2.1.78 (4-fluorophenyl)acetaldehyde + dopamine 71% conversion after 3 h Thalictrum flavum (1S)-1-[2-(4-fluorophenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
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 ?
4.2.1.78 (4-methoxyphenyl)acetaldehyde + dopamine 69% conversion after 3 h Thalictrum flavum (1S)-1-[2-(4-methoxyphenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
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 ?
4.2.1.78 (4-methylphenyl)acetaldehyde + dopamine 57% conversion after 3 h Thalictrum flavum (1S)-1-[2-(4-fluorophenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
 ?
4.2.1.78 (5,5-dimethyl-1,3-dioxan-2-yl)acetaldehyde + dopamine 42% conversion after 3 h Thalictrum flavum (1S)-1-[2-(5,5-dimethyl-1,3-dioxan-2-yl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
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 ?
4.2.1.78 3,3-dimethylbutanal + dopamine 52% conversion after 3 h Thalictrum flavum (1S)-1-(3,3-dimethylbutyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
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 ?
4.2.1.78 4-hydroxyphenylacetaldehyde + dopamine 60% conversion after 3 h Thalictrum flavum (S)-norcoclaurine + H2O
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 ?
4.2.1.78 cyclohexylacetaldehyde + dopamine 71% conversion after 3 h Thalictrum flavum (1S)-1-(2-cyclohexylethyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
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 ?
4.2.1.78 naphthalen-1-ylacetaldehyde + dopamine 61% conversion after 3 h Thalictrum flavum (1S)-1-[2-(naphthalen-1-yl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
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 ?
4.2.1.78 phenylacetaldehyde + dopamine 51% conversion after 3 h Thalictrum flavum (1S)-1-(2-phenylethyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
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 ?
4.2.1.78 thiophen-3-ylacetaldehyde + dopamine 68% conversion after 3 h Thalictrum flavum (1S)-1-[2-(thiophen-3-yl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
 ?
4.2.1.78 [4-(trifluoromethoxy)phenyl]acetaldehyde + dopamine 65% conversion after 3 h Thalictrum flavum (1S)-1-[2-[4-(trifluoromethoxy)phenyl]ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
 ?

Synonyms

EC Number Synonyms Comment Organism
4.2.1.78 NCS
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 Thalictrum flavum