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EC Tree
IUBMB Comments The enzyme participates in the biosynthesis of fumigaclavine C, an ergot alkaloid produced by some fungi of the Trichocomaceae family. The reaction proceeds in vivo in the opposite direction to the one shown here.
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Synonyms
EasA, EasG, festuclavine synthase, FgaFS,
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festuclavine synthase
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festuclavine synthase
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festuclavine synthase
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festuclavine synthase
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FgaFS
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festuclavine + NAD+ = 6,8-dimethyl-6,7-didehydroergoline + NADH + H+
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festuclavine:NAD+ oxidoreductase
The enzyme participates in the biosynthesis of fumigaclavine C, an ergot alkaloid produced by some fungi of the Trichocomaceae family. The reaction proceeds in vivo in the opposite direction to the one shown here.
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6,8-dimethyl-6,7-didehydroergoline + NADH + H+
festuclavine + NAD+
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r
chanoclavine-I aldehyde + NADH + H+
festuclavine + NAD+
festuclavine + NAD+
6,8-dimethyl-6,7-didehydroergoline + NADH + H+
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r
additional information
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in the absence of reduced glutathione, agroclavine synthase EasG also converts chanoclavine-I aldehyde to pyroclavine and festuclavine in the presence of the old yellow enzyme FgaOx3 and NADPH
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chanoclavine-I aldehyde + NADH + H+
festuclavine + NAD+
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festuclavine synthase FgaFS and the old yellow enzyme FgaOx3 from Aspergillus fumigatus catalyse the formation of festuclavine by two reduction steps
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chanoclavine-I aldehyde + NADH + H+
festuclavine + NAD+
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the reaction occurs in the presence of the old yellow enzyme FgaOx3
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chanoclavine-I aldehyde + NADH + H+
festuclavine + NAD+
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this reaction occurs in the presence of the old yellow enzyme FgaOx3. Together with GSH and NADPH, the enzyme also catalyses the conversion of chanoclavine-I aldehyde to agroclavine in the absence of the old yellow enzyme FgaOx3
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chanoclavine-I aldehyde + NADH + H+
festuclavine + NAD+
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the reaction occurs in the presence of the old yellow enzyme FgaOx3
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chanoclavine-I aldehyde + NADH + H+
festuclavine + NAD+
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festuclavine synthase FgaFS and the old yellow enzyme FgaOx3 from Aspergillus fumigatus catalyse the formation of festuclavine by two reduction steps
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chanoclavine-I aldehyde + NADH + H+
festuclavine + NAD+
festuclavine synthase FgaFS and the old yellow enzyme FgaOx3 from Aspergillus fumigatus catalyse the formation of festuclavine by two reduction steps
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?
chanoclavine-I aldehyde + NADH + H+
festuclavine + NAD+
festuclavine synthase FgaFS and the old yellow enzyme FgaOx3 from Aspergillus fumigatus catalyse the formation of festuclavine by two reduction steps
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brenda
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brenda
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brenda
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UniProt
brenda
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UniProt
brenda
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EASG_ASPFU
Neosartorya fumigata (strain ATCC MYA-4609 / Af293 / CBS 101355 / FGSC A1100)
290
0
32109
Swiss-Prot
Mitochondrion (Reliability: 4 )
IFGF1_PENRF
Penicillium roqueforti (strain FM164)
287
0
31612
Swiss-Prot
Mitochondrion (Reliability: 4 )
IFGF2_PENRF
Penicillium roqueforti (strain FM164)
287
0
31416
Swiss-Prot
Mitochondrion (Reliability: 3 )
A0A7U4ZTH2_BACIU
282
0
30860
TrEMBL
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A0A1E3L7E8_9BACL
291
0
32210
TrEMBL
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I6U936_9EURO
286
0
31460
TrEMBL
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33300
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1 * 33300, calculated from amino acid sequence
30000
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1 * 30000, His6-tagged enzyme, SDS-PAGe
30000
1 * 30000, His6-tagged enzyme, SDS-PAGe
32600
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1 * 32600, His6-tagged enzyme, calculated from amino acid sequence
32600
1 * 32600, His6-tagged enzyme, calculated from amino acid sequence
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monomer
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1 * 30000, His6-tagged enzyme, SDS-PAGe
monomer
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1 * 32600, His6-tagged enzyme, calculated from amino acid sequence
monomer
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1 * 33300, calculated from amino acid sequence
monomer
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1 * 30000, His6-tagged enzyme, SDS-PAGe
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monomer
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1 * 33300, calculated from amino acid sequence
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monomer
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1 * 32600, His6-tagged enzyme, calculated from amino acid sequence
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monomer
1 * 30000, His6-tagged enzyme, SDS-PAGe
monomer
1 * 32600, His6-tagged enzyme, calculated from amino acid sequence
monomer
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1 * 30000, His6-tagged enzyme, SDS-PAGe
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monomer
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1 * 32600, His6-tagged enzyme, calculated from amino acid sequence
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F176Y
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the mutant produces agroclavine from chanoclavine-I aldehyde
Y178F
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the activity of the mutant is not qualitatively different from wild type enzyme
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Ni-NTA agarose column chromatography
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Ni-NTA agarose column chromatography and HisPur Cobalt resin column chromatography
Ni-NTA agarose column chromatography and HisPur Cobalt resin column chromatography
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Ni-NTA agarose column chromatography and HisPur Cobalt resin column chromatography
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expressed in Escherichia coli XL1 Blue MRF cells
expressed in Escherichia coli XL1 Blue MRF cells
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expressed in Escherichia coli XL1 Blue MRF cells
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Cheng, J.; Coyle, C.; Panaccione, D.; O’Connor, S.
Controlling a structural branch point in ergot alkaloid biosynthesis
J. Am. Chem. Soc.
132
12835-12837
2010
Aspergillus fumigatus
brenda
Xie, X.; Wallwey, C.; Matuschek, M.; Steinbach, K.; Li, S.M.
Formyl migration product of chanoclavine-I aldehyde in the presence of the old yellow enzyme FgaOx3 from Aspergillus fumigatus: a NMR structure elucidation
Magn. Reson. Chem.
49
678-681
2011
Aspergillus fumigatus
brenda
Wallwey, C.; Matuschek, M.; Xie, X.; Li, S.
Ergot alkaloid biosynthesis in Aspergillus fumigatus: Conversion of chanoclavine-I aldehyde to festuclavine by the festuclavine synthase FgaFS in the presence of the old yellow enzyme FgaOx3
Org. Biomol. Chem.
8
3500-3508
2010
Aspergillus fumigatus, Aspergillus fumigatus Af293
brenda
Matuschek, M.; Wallwey, C.; Xie, X.; Li, S.M.
New insights into ergot alkaloid biosynthesis in Claviceps purpurea: an agroclavine synthase EasG catalyses, via a non-enzymatic adduct with reduced glutathione, the conversion of chanoclavine-I aldehyde to agroclavine
Org. Biomol. Chem.
9
4328-4335
2011
Aspergillus fumigatus
brenda
Matuschek, M.; Wallwey, C.; Wollinsky, B.; Xie, X.; Li, S.
In vitro conversion of chanoclavine-I aldehyde to the stereoisomers festuclavine and pyroclavine controlled by the second reduction step
RSC Adv.
2
3662-3669
2012
Aspergillus fumigatus, Claviceps purpurea, Penicillium commune (I6U936), Aspergillus fumigatus Af293, Penicillium commune NRRL2033 (I6U936)
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brenda
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1.5.1.44 festuclavine dehydrogenase
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