Genome Mining Reveals a UbiA-Type Prenyltransferase Access to Farnesylation of Diketopiperazines

Org Lett. 2024 Apr 26;26(16):3349-3354. doi: 10.1021/acs.orglett.4c00714. Epub 2024 Apr 12.

Abstract

UbiA-type prenyltransferases (PTases) are significant enzymes that lead to structurally diverse meroterpenoids. Herein, we report the identification and characterization of an undescribed UbiA-type PTase, FtaB, that is responsible for the farnesylation of indole-containing diketopiperazines (DKPs) through genome mining. Heterologous expression of the fta gene cluster and non-native pathways result in the production of a series of new C2-farnesylated DKPs. This study broadens the reaction scope of UbiA-type PTases and expands the chemical diversity of meroterpenoids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Diketopiperazines* / chemistry
  • Diketopiperazines* / metabolism
  • Dimethylallyltranstransferase* / chemistry
  • Dimethylallyltranstransferase* / genetics
  • Dimethylallyltranstransferase* / metabolism
  • Molecular Structure
  • Multigene Family
  • Prenylation*

Substances

  • Dimethylallyltranstransferase
  • Diketopiperazines