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Literature summary for 4.2.1.78 extracted from

  • Lichman, B.R.; Zhao, J.; Hailes, H.C.; Ward, J.M.
    Enzyme catalysed Pictet-Spengler formation of chiral 1,1-disubstituted- and spiro-tetrahydroisoquinolines (2017), Nat. Commun., 8, 14883 .
    View publication on PubMedView publication on EuropePMC

Application

Application Comment Organism
synthesis the enzyme can catalyse the Pictet-Spengler reaction between dopamine and unactivated ketones, thus facilitating the facile biocatalytic generation of 1,1'-disubstituted tetrahydroisoquinolines. Variants of the enzyme showing improved conversions are identified and used to synthesize novel chiral 1,10-disubstituted and spiro-tetrahydroisoquinolines Thalictrum flavum

Protein Variants

Protein Variants Comment Organism
A79F improved turnover of ketones, increase in side-chain steric interactions Thalictrum flavum
A79I improved turnover of ketones, increase in side-chain steric interactions Thalictrum flavum

Organism

Organism UniProt Comment Textmining
Thalictrum flavum Q67A25
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-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-hydroxyphenylacetone + dopamine
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Thalictrum flavum 1-(4-hydroxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol
-
?

Synonyms

Synonyms Comment Organism
TfNCS
-
Thalictrum flavum