A ThDP-dependent enzymatic carboligation reaction involved in Neocarazostatin A tricyclic carbazole formation

Li Su, Meinan Lv, Kwaku Kyeremeh, Zixin Deng, Hai Deng, Yi Yu*

*Corresponding author for this work

Research output: Contribution to journalArticle

11 Citations (Scopus)
11 Downloads (Pure)

Abstract

Although the biosynthetic pathway of Neocarazostatin A (1) has been identified, the detailed enzymatic reactions underlying the assembly of the carbazole ring still remain largely unknown. We demonstrate here that NzsH, a putative thiamine diphosphate dependent enzyme, can catalyze an acyloin coupling reaction between indole-3-pyruvate and pyruvate to generate a β-ketoacid intermediate. Our findings thus shed light on further characterization of the unusual biosynthetic pathway of the bacterial tricyclic carbazole alkaloids.

Original languageEnglish
Pages (from-to)8679-8684
Number of pages6
JournalOrganic & Biomolecular Chemistry
Volume14
Issue number37
Early online date1 Sep 2016
DOIs
Publication statusPublished - 2016

Fingerprint Dive into the research topics of 'A ThDP-dependent enzymatic carboligation reaction involved in Neocarazostatin A tricyclic carbazole formation'. Together they form a unique fingerprint.

  • Cite this