Recent examples of α-ketoglutarate-dependent mononuclear non-haem iron enzymes in natural product biosyntheses

Nat Prod Rep. 2018 Aug 15;35(8):792-837. doi: 10.1039/c7np00067g.

Abstract

Covering: up to 2018 α-Ketoglutarate (αKG, also known as 2-oxoglutarate)-dependent mononuclear non-haem iron (αKG-NHFe) enzymes catalyze a wide range of biochemical reactions, including hydroxylation, ring fragmentation, C-C bond cleavage, epimerization, desaturation, endoperoxidation and heterocycle formation. These enzymes utilize iron(ii) as the metallo-cofactor and αKG as the co-substrate. Herein, we summarize several novel αKG-NHFe enzymes involved in natural product biosyntheses discovered in recent years, including halogenation reactions, amino acid modifications and tailoring reactions in the biosynthesis of terpenes, lipids, fatty acids and phosphonates. We also conducted a survey of the currently available structures of αKG-NHFe enzymes, in which αKG binds to the metallo-centre bidentately through either a proximal- or distal-type binding mode. Future structure-function and structure-reactivity relationship investigations will provide crucial information regarding how activities in this large class of enzymes have been fine-tuned in nature.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Review

MeSH terms

  • Amino Acids / chemistry
  • Amino Acids / metabolism
  • Biological Products / metabolism*
  • Carnitine / biosynthesis
  • Carrier Proteins / chemistry
  • Carrier Proteins / metabolism
  • Cyclopropanes / chemistry
  • Cyclopropanes / metabolism
  • Enzymes / chemistry*
  • Enzymes / metabolism*
  • Ethylenes / biosynthesis
  • Halogenation
  • Heme
  • Iron / chemistry*
  • Ketoglutaric Acids / metabolism*

Substances

  • Amino Acids
  • Biological Products
  • Carrier Proteins
  • Cyclopropanes
  • Enzymes
  • Ethylenes
  • Ketoglutaric Acids
  • Heme
  • ethylene
  • Iron
  • Carnitine