
doi: 10.1039/c0ob01215g
pmid: 21494745
Ergot alkaloids are indole derivatives with diverse structures and biological activities. They are produced by a wide range of fungi with Claviceps purpurea as the most important producer for medical use. Chanoclavine-I aldehyde is proposed as a branch point via festuclavine or pyroclavine to clavine-type alkaloids in Trichocomaceae and via agroclavine to ergoamides and ergopeptines in Clavicipitaceae. Here we report the conversion of chanoclavine-I aldehyde to agroclavine by EasG from Claviceps purpurea, a homologue of the festuclavine synthase FgaFS in Aspergillus fumigatus, in the presence of reduced glutathione and NADPH. EasG comprises 290 amino acids with a molecular mass of about 31.9 kDa. The soluble monomeric His(6)-EasG was purified after overproduction in E. coli by affinity chromatography and used for enzyme assays. The structure of agroclavine was unequivocally elucidated by NMR and MS analyses.
Fungal Proteins, Aldehydes, Ergot Alkaloids, Oxidoreductases Acting on CH-NH Group Donors, Molecular Sequence Data, Biocatalysis, Molecular Conformation, Stereoisomerism, Ergolines, Glutathione, Claviceps
Fungal Proteins, Aldehydes, Ergot Alkaloids, Oxidoreductases Acting on CH-NH Group Donors, Molecular Sequence Data, Biocatalysis, Molecular Conformation, Stereoisomerism, Ergolines, Glutathione, Claviceps
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