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Literature summary for 2.5.1.34 extracted from

  • Fan, A.; Li, S.M.
    Saturation mutagenesis on Arg244 of the tryptophan C4-prenyltransferase FgaPT2 leads to enhanced catalytic ability and different preferences for tryptophan-containing cyclic dipeptides (2016), Appl. Microbiol. Biotechnol., 100, 5389-5399 .
    View publication on PubMed
Search for more literature for 2.5.1.34

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Aspergillus fumigatus

Protein Variants

Protein Variants Comment Organism
I80F the mutant enzyme shows similar catalytic ability as FgaPT2 toward cyclo-D-Trp-L-Tyr Aspergillus fumigatus
R244D the mutant enzyme accepts cyclo-D-Trp-L-Tyr much better than the wild-type enzyme (FgaPT2), product yield of 22.4% compared to 10% for wild-type enzyme. The mutant enzyme does not show activity toward tyrosine and comparable or lower activity with tryptophan than wild-type enzyme (FgaPT2) Aspergillus fumigatus
R244L with cyclo-D-Trp-L-Tyr the product yield is 28.2%, which is 2.8-fold of that of wild-type enzyme FgaPT2 Aspergillus fumigatus
R244N the mutant enzyme accepts cyclo-D-Trp-L-Tyr much better than the wild-type enzyme (FgaPT2), product yield of 47.4% compared to 10% for wild-type enzyme. The mutant enzyme does not show activity toward tyrosine and comparable or lower activity with tryptophan than wild-type enzyme (FgaPT2) Aspergillus fumigatus
R244Q the mutant enzyme accepts cyclo-D-Trp-L-Tyr much better than the wild-type enzyme (FgaPT2), product yield of 44.1% compared to 10% for wild-type enzyme. The mutant enzyme does not show activity toward tyrosine and comparable or lower activity with tryptophan than wild-type enzyme (FgaPT2) Aspergillus fumigatus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.17
-
 cyclo-L-Trp-L-Phe mutant enzyme R244Y, pH 7.5, 37°C Aspergillus fumigatus
0.22
-
 cyclo-L-Trp-L-Trp mutant enzyme R244M, pH 7.5, 37°C Aspergillus fumigatus
0.28
-
 cyclo-L-Trp-L-Pro mutant enzyme R244L, pH 7.5, 37°C Aspergillus fumigatus
0.4
-
 cyclo-D-Trp-L-Tyr mutant enzyme R244L, pH 7.5, 37°C Aspergillus fumigatus
0.42
-
 cyclo-L-Trp-L-Leu mutant enzyme R244Y, pH 7.5, 37°C Aspergillus fumigatus
0.46
-
 cyclo-L-Trp-D-Pro mutant enzyme R244L, pH 7.5, 37°C Aspergillus fumigatus
0.74
-
 cyclo-L-Trp-Gly mutant enzyme R244L, pH 7.5, 37°C Aspergillus fumigatus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
dimethylallyl diphosphate + L-tryptophan Aspergillus fumigatus the enzyme is involved in the biosynthesis of the ergot alkaloids fumigaclavines diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
-
 ?
dimethylallyl diphosphate + L-tryptophan Aspergillus fumigatus ATCC MYA-4609 the enzyme is involved in the biosynthesis of the ergot alkaloids fumigaclavines diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
-
 ?

Organism

Organism UniProt Comment Textmining
Aspergillus fumigatus Q50EL0 i.e. Aspergillus fumigatus
-
Aspergillus fumigatus ATCC MYA-4609 Q50EL0 i.e. Aspergillus fumigatus
-

Purification (Commentary)

Purification (Comment) Organism
-
 Aspergillus fumigatus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
dimethylallyl diphosphate + cyclo-D-Trp-L-Tyr cyclo-D-Trp-L-Tyr is converted by wild-type enzyme (FgaPT2) with a product yield of 10.0%. I80F demonstrates similar catalytic ability as the wild-type enzyme Aspergillus fumigatus diphosphate + 4-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Tyr
-
 ?
dimethylallyl diphosphate + cyclo-L-Trp-D-Pro
-
 Aspergillus fumigatus diphosphate + 4-(3-methylbut-2-enyl)-cyclo-L-Trp-D-Pro
-
 ?
dimethylallyl diphosphate + cyclo-L-Trp-Gly
-
 Aspergillus fumigatus diphosphate + 4-(3-methylbut-2-enyl)-cyclo-L-Trp-Gly
-
 ?
dimethylallyl diphosphate + cyclo-L-Trp-Gly
-
 Aspergillus fumigatus ATCC MYA-4609 diphosphate + 4-(3-methylbut-2-enyl)-cyclo-L-Trp-Gly
-
 ?
dimethylallyl diphosphate + cyclo-L-Trp-L-Leu
-
 Aspergillus fumigatus diphosphate + 4-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Leu
-
 ?
dimethylallyl diphosphate + cyclo-L-Trp-L-Leu
-
 Aspergillus fumigatus ATCC MYA-4609 diphosphate + 4-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Leu
-
 ?
dimethylallyl diphosphate + cyclo-L-Trp-L-Phe
-
 Aspergillus fumigatus diphosphate + 4-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Phe
-
 ?
dimethylallyl diphosphate + cyclo-L-Trp-L-Pro
-
 Aspergillus fumigatus diphosphate + 4-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Pro
-
 ?
dimethylallyl diphosphate + cyclo-L-Trp-L-Pro
-
 Aspergillus fumigatus ATCC MYA-4609 diphosphate + 4-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Pro
-
 ?
dimethylallyl diphosphate + cyclo-L-Trp-L-Trp
-
 Aspergillus fumigatus diphosphate + 4-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Trp
-
 ?
dimethylallyl diphosphate + cyclo-L-Trp-L-Trp
-
 Aspergillus fumigatus ATCC MYA-4609 diphosphate + 4-(3-methylbut-2-enyl)-cyclo-L-Trp-L-Trp
-
 ?
dimethylallyl diphosphate + L-Trp the enzyme (FgaPT2) from Aspergillus fumigatus catalyzes a Friedel-Crafts alkylation at C-4 of L-Trp Aspergillus fumigatus diphosphate + 4-(3-methylbut-2-enyl)-L-Trp
-
 ?
dimethylallyl diphosphate + L-tryptophan the enzyme is involved in the biosynthesis of the ergot alkaloids fumigaclavines Aspergillus fumigatus diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
-
 ?
dimethylallyl diphosphate + L-tryptophan the enzyme is involved in the biosynthesis of the ergot alkaloids fumigaclavines Aspergillus fumigatus ATCC MYA-4609 diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
-
 ?

Synonyms

Synonyms Comment Organism
tryptophan C4-prenyltransferase FgaPT2
-
 Aspergillus fumigatus

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.02
-
 cyclo-L-Trp-Gly mutant enzyme R244L, pH 7.5, 37°C Aspergillus fumigatus
0.032
-
 cyclo-L-Trp-L-Trp mutant enzyme R244M, pH 7.5, 37°C Aspergillus fumigatus
0.032
-
 cyclo-L-Trp-L-Phe mutant enzyme R244Y, pH 7.5, 37°C Aspergillus fumigatus
0.038
-
 cyclo-D-Trp-L-Tyr mutant enzyme R244L, pH 7.5, 37°C Aspergillus fumigatus
0.087
-
 cyclo-L-Trp-L-Pro mutant enzyme R244L, pH 7.5, 37°C Aspergillus fumigatus
0.093
-
 cyclo-L-Trp-L-Leu mutant enzyme R244Y, pH 7.5, 37°C Aspergillus fumigatus
0.107
-
 cyclo-L-Trp-D-Pro mutant enzyme R244L, pH 7.5, 37°C Aspergillus fumigatus

General Information

General Information Comment Organism
metabolism the enzyme is involved is in the biosynthesis of the ergot alkaloids fumigaclavines Aspergillus fumigatus