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Decoding cyclase-dependent assembly of hapalindole and fischerindole alkaloids.

ABSTRACT: The formation of C-C bonds in an enantioselective fashion to create complex polycyclic scaffolds in the hapalindole- and fischerindole- type alkaloids from Stigonematales cyanobacteria represents a compelling and urgent challenge in adapting microbial biosynthesis as a catalytic platform in drug development. Here we determine the biochemical basis for tri- and tetracyclic core formation in these secondary metabolites, involving a new class of cyclases that catalyze a complex cyclization cascade.

SUBMITTER: Li S

PROVIDER: S-EPMC5391265 | biostudies-literature | 2017 May

REPOSITORIES: biostudies-literature

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Decoding cyclase-dependent assembly of hapalindole and fischerindole alkaloids.

Li Shasha S Lowell Andrew N AN Newmister Sean A SA Yu Fengan F Williams Robert M RM Sherman David H DH

Nature chemical biology 20170313 5

The formation of C-C bonds in an enantioselective fashion to create complex polycyclic scaffolds in the hapalindole- and fischerindole- type alkaloids from Stigonematales cyanobacteria represents a compelling and urgent challenge in adapting microbial biosynthesis as a catalytic platform in drug development. Here we determine the biochemical basis for tri- and tetracyclic core formation in these secondary metabolites, involving a new class of cyclases that catalyze a complex cyclization cascade. ...[more]

PMID: 28288107

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