Identification of non-heme diiron proteins that catalyze triple bond and epoxy group formation

Science. 1998 May 8;280(5365):915-8. doi: 10.1126/science.280.5365.915.

Abstract

Acetylenic bonds are present in more than 600 naturally occurring compounds. Plant enzymes that catalyze the formation of the Delta12 acetylenic bond in 9-octadecen-12-ynoic acid and the Delta12 epoxy group in 12,13-epoxy-9-octadecenoic acid were characterized, and two genes, similar in sequence, were cloned. When these complementary DNAs were expressed in Arabidopsis thaliana, the content of acetylenic or epoxidated fatty acids in the seeds increased from 0 to 25 or 15 percent, respectively. Both enzymes have characteristics similar to the membrane proteins containing non-heme iron that have histidine-rich motifs.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylene / metabolism
  • Alkynes
  • Amino Acid Sequence
  • Arabidopsis / genetics
  • Asteraceae / enzymology
  • Asteraceae / genetics
  • Asteraceae / metabolism*
  • Catalysis
  • Cloning, Molecular
  • DNA, Complementary
  • Epoxy Compounds / chemical synthesis
  • Fatty Acid Desaturases / chemistry*
  • Fatty Acid Desaturases / genetics
  • Fatty Acid Desaturases / metabolism
  • Genes, Plant
  • Iron / analysis
  • Linoleic Acid / metabolism
  • Microsomes / metabolism
  • Molecular Sequence Data
  • NAD / metabolism
  • NADP / metabolism
  • Oleic Acids / biosynthesis*
  • Oleic Acids / chemical synthesis
  • Oxidoreductases*
  • Plant Proteins*
  • Plants, Genetically Modified
  • Saccharomyces cerevisiae / genetics
  • Seeds / metabolism
  • Sequence Alignment

Substances

  • Alkynes
  • DNA, Complementary
  • Epoxy Compounds
  • Oleic Acids
  • Plant Proteins
  • NAD
  • crepenynic acid
  • vernolic acid
  • NADP
  • Linoleic Acid
  • Iron
  • Oxidoreductases
  • epoxygenase, Crepis palaestina
  • Fatty Acid Desaturases
  • acetylenase
  • Acetylene

Associated data

  • GENBANK/Y16283
  • GENBANK/Y16284
  • GENBANK/Y16285