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IUBMB Comments Fumigaclavine C is an ergot alkaloid produced by some fungi of the Trichocomaceae family. Activity does not require any metal ions.
The expected taxonomic range for this enzyme is: Aspergillus fumigatus
Synonyms
FgaPT1 , fumigaclavine C synthase,
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FgaPT1
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fumigaclavine C synthase
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fumigaclavine C synthase
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fumigaclavine A + dimethylallyl diphosphate = fumigaclavine C + diphosphate
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dimethylallyl-diphosphate:fumigaclavine A dimethylallyltransferase
Fumigaclavine C is an ergot alkaloid produced by some fungi of the Trichocomaceae family. Activity does not require any metal ions.
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fumigaclavine A + dimethylallyl diphosphate
fumigaclavine C + diphosphate
additional information
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fumigaclavine A + dimethylallyl diphosphate
fumigaclavine C + diphosphate
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fumigaclavine A + dimethylallyl diphosphate
fumigaclavine C + diphosphate
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the enzyme converts fumigaclavine A into fumigaclavine C by attaching a dimethylallyl moiety to C-2 of the indole nucleus in a reverse manner, that is, by connection of C-3 of the dimethylallyl moiety to an aromatic nucleus
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fumigaclavine A + dimethylallyl diphosphate
fumigaclavine C + diphosphate
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the enzyme is specific for dimethylallyl diphosphate as prenyl donor, but shows a broad substrate spectrum for the aromatic substrate, overview
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fumigaclavine A + dimethylallyl diphosphate
fumigaclavine C + diphosphate
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fumigaclavine A + dimethylallyl diphosphate
fumigaclavine C + diphosphate
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the enzyme converts fumigaclavine A into fumigaclavine C by attaching a dimethylallyl moiety to C-2 of the indole nucleus in a reverse manner, that is, by connection of C-3 of the dimethylallyl moiety to an aromatic nucleus
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fumigaclavine A + dimethylallyl diphosphate
fumigaclavine C + diphosphate
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FgaPT1 shows relatively strict substrate specificity towards fumigaclavine A
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FgaPT1 shows relatively strict substrate specificity towards fumigaclavine A
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fumigaclavine A + dimethylallyl diphosphate
fumigaclavine C + diphosphate
fumigaclavine A + dimethylallyl diphosphate
fumigaclavine C + diphosphate
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fumigaclavine A + dimethylallyl diphosphate
fumigaclavine C + diphosphate
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additional information
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no requirement for divalent metal ions
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no significant effects by Mg2+, Ca2+, and EDTA at 5 mM
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Mn2+
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90% inhibition at 5 mM
Zn2+
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90% inhibition at 5 mM
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0.013
dimethylallyl diphosphate
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pH 7.5, 30°C
0.006
fumigaclavine A
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pH 7.5, 30°C
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0.8
dimethylallyl diphosphate
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pH 7.5, 30°C
0.8
fumigaclavine A
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pH 7.5, 30°C
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gene fgaPT1
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gene fgaPT1, in the gene cluster of fumigaclabvine C biosynthesis
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gene fgaPT1
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gene fgaPT1, in the gene cluster of fumigaclabvine C biosynthesis
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evolution
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FgaPT1 shows very low sequence similarity to the recently identified prenyltransferase LtxC from cyanobacteria, which also catalyzes the reverse prenylation of an indole nucleus
evolution
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the enzyme belongs to the group of aromatic prenyltransferases
evolution
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FgaPT1 shows very low sequence similarity to the recently identified prenyltransferase LtxC from cyanobacteria, which also catalyzes the reverse prenylation of an indole nucleus
metabolism
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FgaPT1 catalyzes the last step of fumigaclavine C biosynthesis, i.e. the prenylation of fumigaclavine A at C-2 position of the indole nucleus, which is included in the biosynthesis of ergot alkaloids
metabolism
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FgaPT1 catalyzes the last step of fumigaclavine C biosynthesis, i.e. the prenylation of fumigaclavine A at C-2 position of the indole nucleus, which is included in the biosynthesis of ergot alkaloids
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EASL_ASPFU
Neosartorya fumigata (strain ATCC MYA-4609 / Af293 / CBS 101355 / FGSC A1100)
436
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50196
Swiss-Prot
other Location (Reliability: 2 )
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110000
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recombinant His6-tagged FgaPT1, gel filtration
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dimer
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2 x 53000, recombinant His6-tagged FgaPT1, SDS-PAGE
dimer
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2 x 53000, recombinant His6-tagged FgaPT1, SDS-PAGE
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recombinant His6-tagged FgaPT1 from Escherichia coli strain BL21(DE3)pLysS to near homogeneity
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gene fgaaPT1, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression in Escherichia coli or Saccharomyces cerevisiae
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gene fgaPT1, DNA and amino acid sequence determination and analysis, genetic organization, phylogenetic analysis
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gene fgaPT1, DNA and amino acid sequence determination and analysis, overexpression of the His6-tagged enzyme in Escherichia coli strain BL21(DE3)pLysS
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Unsoeld, I.A.; Li, S.M.
Reverse prenyltransferase in the biosynthesis of fumigaclavine C in Aspergillus fumigatus: gene expression, purification, and characterization of fumigaclavine C synthase FGAPT1
ChemBioChem
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158-164
2006
Aspergillus fumigatus, Aspergillus fumigatus Af293
brenda
Steffan, N.; Grundmann, A.; Yin, W.B.; Kremer, A.; Li, S.M.
Indole prenyltransferases from fungi: a new enzyme group with high potential for the production of prenylated indole derivatives
Curr. Med. Chem.
16
218-231
2009
Aspergillus fumigatus
brenda
Li, S.M.; Unsoeld, I.A.
Post-genome research on the biosynthesis of ergot alkaloids
Planta Med.
72
1117-1120
2006
Aspergillus fumigatus, Aspergillus fumigatus Af293
brenda
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Enzyme Nomenclature
2.5.1.100 fumigaclavine A dimethylallyltransferase
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