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Structural basis of cycloaddition in biosynthesis of iboga and aspidosperma alkaloids.


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.

SUBMITTER: Caputi L 

PROVIDER: S-EPMC7104359 | biostudies-literature | 2020 Apr

REPOSITORIES: biostudies-literature

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Structural basis of cycloaddition in biosynthesis of iboga and aspidosperma alkaloids.

Caputi Lorenzo L   Franke Jakob J   Bussey Kate K   Farrow Scott C SC   Vieira Ivo Jose Curcino IJC   Stevenson Clare E M CEM   Lawson David M DM   O'Connor Sarah E SE  

Nature chemical biology 20200217 4


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. ...[more]

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