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Information on EC 1.3.1.100 - chanoclavine-I aldehyde reductase Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
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The expected taxonomic range for this enzyme is: Aspergillus fumigatus
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chanoclavine-I aldehyde reductase
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dihydrochanoclavine-I aldehyde + NADP+ = chanoclavine-I aldehyde + NADPH + H+
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fumigaclavine biosynthesis
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chanoclavine-I aldehyde:NAD+ oxidoreductase
Contains FMN. The enzyme participates in the biosynthesis of fumigaclavine C, an ergot alkaloid produced by some fungi of the Trichocomaceae family. The enzyme catalyses the reduction of chanoclavine-I aldehyde to dihydrochanoclavine-I aldehyde. This hydrolyses spontaneously to form 6,8-dimethyl-6,7-didehydroergoline, which is converted to festuclavine by EC 1.5.1.44, festuclavine dehydrogenase.
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EasA
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gene name
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FgaOx3
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old yellow enzyme
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UniProt
brenda
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brenda
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UniProt
brenda
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UniProt
brenda
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brenda
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malfunction
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disruption of the easA gene leads to accumulation of chanoclavine-I and chanoclavine-I-aldehyde
malfunction
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disruption of the easA gene leads to accumulation of chanoclavine-I and chanoclavine-I-aldehyde
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metabolism
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the enzyme is required for incorporation of chanoclavine-I-aldehyde into more-complex ergot alkaloids, presumably by reducing the double bond conjugated to the aldehyde group, thus facilitating ring closure
metabolism
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the enzyme is required for incorporation of chanoclavine-I-aldehyde into more-complex ergot alkaloids, presumably by reducing the double bond conjugated to the aldehyde group, thus facilitating ring closure
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chanoclavine-I aldehyde + NADH + H+
dihydrochanoclavine-I aldehyde + NAD+
chanoclavine-I aldehyde + NADPH + H+
dihydrochanoclavine-I aldehyde + NADP+
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additional information
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chanoclavine-I aldehyde + NADH + H+
dihydrochanoclavine-I aldehyde + NAD+
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chanoclavine-I aldehyde + NADH + H+
dihydrochanoclavine-I aldehyde + NAD+
in the presence of FgaFS only
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chanoclavine-I aldehyde + NADH + H+
dihydrochanoclavine-I aldehyde + NAD+
in the presence of FgaFS only
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additional information
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the enzyme is more active in the presence of FMN and NADH than other combinations, e.g. FMN and NADPH, FAD and NADH or FAD and NADPH
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additional information
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the enzyme is more active in the presence of FMN and NADH than other combinations, e.g. FMN and NADPH, FAD and NADH or FAD and NADPH
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additional information
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the enzyme is more active in the presence of FMN and NADH than other combinations, e.g. FMN and NADPH, FAD and NADH or FAD and NADPH
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chanoclavine-I aldehyde + NADH + H+
dihydrochanoclavine-I aldehyde + NAD+
Q4WZ70
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0.048
chanoclavine-I aldehyde
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pH and temperature not specified in the publication
0.0401
NADPH
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pH and temperature not specified in the publication
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38.5
chanoclavine-I aldehyde
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pH and temperature not specified in the publication
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Neosartorya fumigata (strain ATCC MYA-4609 / Af293 / CBS 101355 / FGSC A1100)
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45000
1 * 45000, SDS-PAGE
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monomer
1 * 45000, SDS-PAGE
monomer
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1 * 45000, SDS-PAGE
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Ni-NTA agarose column chromatography
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Ni-NTA column chromatography
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expressed in Escherichia coli
expressed in Escherichia coli BL21(DE3) cells
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expressed in Escherichia coli XL1 Blue MRF’ cells
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EASA_ASPFU
Neosartorya fumigata (strain ATCC MYA-4609 / Af293 / CBS 101355 / FGSC A1100)
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42186
Swiss-Prot
V5IVA1_ASPFM
377
42313
TrEMBL
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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.
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678-681
2011
Aspergillus fumigatus, Aspergillus fumigatus (Q4WZ70)
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 (V5IVA1), Aspergillus fumigatus B5233 (V5IVA1)
brenda
Coyle, C.M.; Cheng, J.Z.; OConnor, S.E.; Panaccione, D.G.
An old yellow enzyme gene controls the branch point between Aspergillus fumigatus and Claviceps purpurea ergot alkaloid pathways
Appl. Environ. Microbiol.
76
3898-3903
2010
Aspergillus fumigatus, Aspergillus fumigatus FGSC A1141
brenda
Cheng, J.; Coyle, C.; Panaccione, D.; O'Connor, S.
A role for old yellow enzyme in ergot alkaloid biosynthesis
J. Am. Chem. Soc.
132
1776-1777
2010
Aspergillus fumigatus
brenda
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