Chemoenzymatic synthesis of spinosyn A

Hak Joong Kim, Sei Hyun Choi, Byung Sun Jeon, Namho Kim, Rongson Pongdee, Qingquan Wu, Hung Wen Liu

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

Following the biosynthesis of polyketide backbones by polyketide synthases (PKSs), post-PKS modifications result in a significantly elevated level of structural complexity that renders the chemical synthesis of these natural products challenging. We report herein a total synthesis of the widely used polyketide insecticide spinosyn A by exploiting the prowess of both chemical and enzymatic methods. As more polyketide biosynthetic pathways are characterized, this chemoenzymatic approach is expected to become readily adaptable to streamlining the synthesis of other complex polyketides with more elaborate post-PKS modifications.

Original languageEnglish
Pages (from-to)13553-13557
Number of pages5
JournalAngewandte Chemie - International Edition
Volume53
Issue number49
DOIs
Publication statusPublished - 2014 Dec 1

Keywords

  • Biosynthesis
  • Polyketide macrolides
  • Post-polyketide synthase modifications
  • Spinosyns
  • Total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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    Kim, H. J., Choi, S. H., Jeon, B. S., Kim, N., Pongdee, R., Wu, Q., & Liu, H. W. (2014). Chemoenzymatic synthesis of spinosyn A. Angewandte Chemie - International Edition, 53(49), 13553-13557. https://doi.org/10.1002/anie.201407806