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Literature summary 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

EC Number Application Comment Organism
4.2.1.78 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

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

Organism

EC Number Organism UniProt Comment Textmining
4.2.1.78 Thalictrum flavum Q67A25
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-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.1.78 4-hydroxyphenylacetone + dopamine
-
 Thalictrum flavum 1-(4-hydroxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol
-
 ?

Synonyms

EC Number Synonyms Comment Organism
4.2.1.78 TfNCS
-
 Thalictrum flavum