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Literature summary extracted from

  • Shibuya, M.; Chou, H.M.; Fountoulakis, M.; Hassam, S.; Kim, S.U.; Kobayashi, K.; Otsuka, H.; Rogalska, E.; Cassady, J.M.; Floss, H.G.
    Stereochemistry of the isoprenylation of tryptophan catalyzed by 4-(gamma,gamma-dimethylallyl)tryptophan synthase from Claviceps, the first pathway-specific enzyme in ergot alkaloid biosynthesis (1990), J. Am. Chem. Soc., 112, 297-304.
No PubMed abstract available

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.5.1.34 dimethylallyl diphosphate + L-tryptophan Claviceps sp. first pathway-specific enzyme of ergot alkaloid biosynthesis diphosphate + L-4-(gamma,gamma-dimethylallyl)tryptophan
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.34 Claviceps sp.
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-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
2.5.1.34 dimethylallyl diphosphate + L-tryptophan = diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan stereochemistry, direct attack of dimethylallyl diphosphate on C-4 of the indole Claviceps sp.
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.34 dimethylallyl diphosphate + L-tryptophan
-
 Claviceps sp. diphosphate + L-4-(gamma,gamma-dimethylallyl)tryptophan
-
 ?
2.5.1.34 dimethylallyl diphosphate + L-tryptophan first pathway-specific enzyme of ergot alkaloid biosynthesis Claviceps sp. diphosphate + L-4-(gamma,gamma-dimethylallyl)tryptophan
-
 ?