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show all sequences of 2.1.1.261

Identification and structural elucidation of ergotryptamine, a new ergot alkaloid produced by genetically modified Aspergillus nidulans and natural isolates of Epichloe species

Ryan, K.L.; Akhmedov, N.G.; Panaccione, D.G.; J. Agric. Food Chem. 63, 61-67 (2015)

Data extracted from this reference:

Application
Application
Commentary
Organism
analysis
ergot alkaloid pathway reconstruction in Aspergillus nidulans is an approach used to better understand the biosynthesis of these mycotoxins
Aspergillus fumigatus
Cloned(Commentary)
Commentary
Organism
recombinant heterologous enzyme expression in Aspergillus nidulans
Aspergillus fumigatus
Engineering
Amino acid exchange
Commentary
Organism
additional information
an engineered strain named Aspergillus nidulans WFC, expressing ergot alkaloid synthesis genes dmaW, easF, and easC, produces the established intermediate N-methyl-4-dimethylallyltryptophan, as well as an ergot alkaloid, that is characterized as ergotryptamine, it differs from N-methyl-4-dimethylallyltryptophan by the loss of the carboxyl group, addition of a hydroxyl group, and shift in position of a carbon-carbon double bond, by mass spectrometry, labeling, and NMR. Feeding studies with Aspergillus mutants do not show ergotryptamine turnover, suggesting it is a pathway byproduct as opposed to an authentic intermediate
Aspergillus fumigatus
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
S-adenosyl-L-methionine + 4-dimethylallyl-L-tryptophan
Aspergillus fumigatus
-
S-adenosyl-L-homocysteine + 4-dimethylallyl-L-abrine
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Aspergillus fumigatus
-
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
S-adenosyl-L-methionine + 4-dimethylallyl-L-tryptophan
-
736294
Aspergillus fumigatus
S-adenosyl-L-homocysteine + 4-dimethylallyl-L-abrine
-
-
-
?
Cofactor
Cofactor
Commentary
Organism
Structure
S-adenosyl-L-methionine
-
Aspergillus fumigatus
Application (protein specific)
Application
Commentary
Organism
analysis
ergot alkaloid pathway reconstruction in Aspergillus nidulans is an approach used to better understand the biosynthesis of these mycotoxins
Aspergillus fumigatus
Cloned(Commentary) (protein specific)
Commentary
Organism
recombinant heterologous enzyme expression in Aspergillus nidulans
Aspergillus fumigatus
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
S-adenosyl-L-methionine
-
Aspergillus fumigatus
Engineering (protein specific)
Amino acid exchange
Commentary
Organism
additional information
an engineered strain named Aspergillus nidulans WFC, expressing ergot alkaloid synthesis genes dmaW, easF, and easC, produces the established intermediate N-methyl-4-dimethylallyltryptophan, as well as an ergot alkaloid, that is characterized as ergotryptamine, it differs from N-methyl-4-dimethylallyltryptophan by the loss of the carboxyl group, addition of a hydroxyl group, and shift in position of a carbon-carbon double bond, by mass spectrometry, labeling, and NMR. Feeding studies with Aspergillus mutants do not show ergotryptamine turnover, suggesting it is a pathway byproduct as opposed to an authentic intermediate
Aspergillus fumigatus
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
S-adenosyl-L-methionine + 4-dimethylallyl-L-tryptophan
Aspergillus fumigatus
-
S-adenosyl-L-homocysteine + 4-dimethylallyl-L-abrine
-
-
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
S-adenosyl-L-methionine + 4-dimethylallyl-L-tryptophan
-
736294
Aspergillus fumigatus
S-adenosyl-L-homocysteine + 4-dimethylallyl-L-abrine
-
-
-
?
Other publictions for EC 2.1.1.261
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
736294
Ryan
Identification and structural ...
Aspergillus fumigatus
J. Agric. Food Chem.
63
61-67
2015
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737281
Ryan
Partial reconstruction of the ...
Aspergillus fumigatus
Toxins
5
445-455
2013
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719849
Rigbers
Ergot alkaloid biosynthesis in ...
Aspergillus fumigatus, Aspergillus fumigatus B5233
J. Biol. Chem.
283
26859-26868
2008
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