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Structural basis of cycloaddition in biosynthesis of iboga and aspidosperma alkaloids.
Caputi, Lorenzo; Franke, Jakob; Bussey, Kate; Farrow, Scott C; Vieira, Ivo Jose Curcino; Stevenson, Clare E M; Lawson, David M; O'Connor, Sarah E.
Affiliation
  • Caputi L; Max Planck Institute of Chemical Ecology, Department of Natural Product Biosynthesis, Jena, Germany.
  • Franke J; Leibniz University Hannover, Centre for Biomolecular Drug Research, Hannover, Germany.
  • Bussey K; John Innes Centre, Department of Biological Chemistry, Norwich Research Park, Norwich, UK.
  • Farrow SC; John Innes Centre, Department of Biological Chemistry, Norwich Research Park, Norwich, UK.
  • Vieira IJC; Laboratorio de Ciencias Quimicas-UENF-Campos dos Goytacazes-RJ, Campos dos Goytacazes, Brazil.
  • Stevenson CEM; John Innes Centre, Department of Biological Chemistry, Norwich Research Park, Norwich, UK.
  • Lawson DM; John Innes Centre, Department of Biological Chemistry, Norwich Research Park, Norwich, UK. david.lawson@jic.ac.uk.
  • O'Connor SE; Max Planck Institute of Chemical Ecology, Department of Natural Product Biosynthesis, Jena, Germany. oconnor@ice.mpg.de.
Nat Chem Biol ; 16(4): 383-386, 2020 04.
Article in En | MEDLINE | ID: mdl-32066966
ABSTRACT
Cycloaddition reactions generate chemical complexity in a single step. Here we report the crystal structures of three homologous plant-derived cyclases involved in the biosynthesis of iboga and aspidosperma alkaloids. These enzymes act on the same substrate, named angryline, to generate three distinct scaffolds. Mutational analysis reveals how these highly similar enzymes control regio- and stereo-selectivity.
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Full text: 1 Database: MEDLINE Main subject: Aspidosperma / Tabernaemontana / Alkaloids Language: En Year: 2020 Type: Article
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Full text: 1 Database: MEDLINE Main subject: Aspidosperma / Tabernaemontana / Alkaloids Language: En Year: 2020 Type: Article