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Literature summary extracted from

  • Luk, L.Y.; Qian, Q.; Tanner, M.E.
    A cope rearrangement in the reaction catalyzed by dimethylallyltryptophan synthase? (2011), J. Am. Chem. Soc., 133, 12342-12345.
    View publication on PubMed

Protein Variants

EC Number Protein Variants Comment Organism
2.5.1.34 E89A site-directed mutagenesis, the mutant shows a 17% reduction in kcat compared to the wild-type enzyme Aspergillus fumigatus
2.5.1.34 E89Q site-directed mutagenesis, the mutant shows a 400fold reduction in kcat compared to the wild-type enzyme Aspergillus fumigatus
2.5.1.34 K174A site-directed mutagenesis, the mutant shows a 31fold reduction in kcat compared to the wild-type enzyme Aspergillus fumigatus
2.5.1.34 K174Q site-directed mutagenesis, the mutant shows a 20fold reduction in kcat compared to the wild-type enzyme Aspergillus fumigatus

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.5.1.34 0.0067
-
L-tryptophan wild-type enzyme, pH and temperature not specified in the publication Aspergillus fumigatus
2.5.1.34 0.0068
-
L-tryptophan mutant E89Q, pH and temperature not specified in the publication Aspergillus fumigatus
2.5.1.34 0.0086
-
L-tryptophan mutants K174Q and K175A, pH and temperature not specified in the publication Aspergillus fumigatus

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 Aspergillus fumigatus
-
diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
-
r

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.34 Aspergillus fumigatus
-
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
2.5.1.34 dimethylallyl diphosphate + L-tryptophan = diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan Cope mechanism for the reaction catalyzed by DMAT synthase, overview Aspergillus fumigatus

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.34 dimethylallyl diphosphate + L-tryptophan
-
Aspergillus fumigatus diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
-
r
2.5.1.34 dimethylallyl diphosphate + L-tryptophan cleavage of the C-O bond in DMAPP is reversible Aspergillus fumigatus diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
-
r
2.5.1.34 additional information the dimethylallyltryptophan synthase catalyzes the normal prenylation of Trp at C-4. The Lys174Ala mutant produces a hexahydropyrroloindole alkaloid that is reverse-prenylated at C-3 as its major product, by a mechanism that involves an initial reverse-prenylation at C-3, followed by a Cope rearrangement and rearomatization Aspergillus fumigatus ?
-
?

Synonyms

EC Number Synonyms Comment Organism
2.5.1.34 FgaPT2
-
Aspergillus fumigatus

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.5.1.34 0.001
-
L-tryptophan below, mutant E89A, pH and temperature not specified in the publication Aspergillus fumigatus
2.5.1.34 0.001
-
dimethylallyl diphosphate below, mutant E89A, pH and temperature not specified in the publication Aspergillus fumigatus
2.5.1.34 0.015
-
L-tryptophan mutant E89Q, pH and temperature not specified in the publication Aspergillus fumigatus
2.5.1.34 0.015
-
dimethylallyl diphosphate mutant E89Q, pH and temperature not specified in the publication Aspergillus fumigatus
2.5.1.34 0.023
-
L-tryptophan mutant K174A, pH and temperature not specified in the publication Aspergillus fumigatus
2.5.1.34 0.023
-
dimethylallyl diphosphate mutant K174A, pH and temperature not specified in the publication Aspergillus fumigatus
2.5.1.34 0.39
-
L-tryptophan mutant K174Q, pH and temperature not specified in the publication Aspergillus fumigatus
2.5.1.34 0.39
-
dimethylallyl diphosphate mutant K174Q, pH and temperature not specified in the publication Aspergillus fumigatus
2.5.1.34 0.47
-
L-tryptophan wild-type enzyme, pH and temperature not specified in the publication Aspergillus fumigatus
2.5.1.34 0.47
-
dimethylallyl diphosphate wild-type enzyme, pH and temperature not specified in the publication Aspergillus fumigatus

General Information

EC Number General Information Comment Organism
2.5.1.34 metabolism the enzyme catalyzes the first step of ergot alkaloid biosynthesis Aspergillus fumigatus