Chemoenzymatic Synthesis of Spinosyn A

  • Kim, Hak Joong; 
  • Choi, Sei-hyun; 
  • Jeon, Byung-sun; 
  • Kim, Namho; 
  • Pongdee, Rongson; 
  • 외 2명
Citations

WEB OF SCIENCE

35
Citations

SCOPUS

41

초록

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.

키워드

biosynthesis; polyketide macrolides; post-polyketide synthase modifications; spinosyns; total synthesis; SACCHAROPOLYSPORA-SPINOSA; NATURAL-PRODUCTS; CHIRAL SYNTHESIS; BIOSYNTHESIS; ALLYLBORATION; ORGANOBORANES; INVOLVEMENT; ALDEHYDES; PATHWAY
제목
Chemoenzymatic Synthesis of Spinosyn A
저자
Kim, Hak Joong; Choi, Sei-hyun; Jeon, Byung-sun; Kim, Namho; Pongdee, Rongson; Wu, Qingquan; Liu, Hung-wen
DOI
10.1002/anie.201407806
발행일
2014-12-01
유형
Article
저널명
Angewandte Chemie International Edition
권
53
호
49
페이지
13553 ~ 13557