Crystal structure of Arabidopsis thaliana 12-oxophytodienoate reductase isoform 3 in complex with 8-iso prostaglandin A(1)

Proteins. 2011 Nov;79(11):3236-41. doi: 10.1002/prot.23153. Epub 2011 Sep 13.

Abstract

12-Oxophytodienoate reductase 3 (OPR3), one of the enzymes involved in the biosynthesis of the plant hormone jasmonic acid (JA), catalyzes the reduction of the cyclopentenone ring of (9S,13S)-12-oxophytodienoate [(9S,13S)-OPDA]. However, there has been no structural information about the interaction between OPRs and the physiologically relevant (9S,13S)-OPDA. Here we report the crystal structure of Arabidopsis thaliana OPR3 in complex with 8-iso prostaglandin A1 (8-iso PGA1) which has the same stereochemistry in the cyclopentenone ring as in the physiologically relevant 9S,13S-OPDA. This structure reveals a new binding mode for substrate that likely contributes to the relaxed stereospecificity observed for AtOPR3.

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.

MeSH terms

  • Arabidopsis / enzymology
  • Arabidopsis Proteins / chemistry*
  • Crystallography, X-Ray
  • Isoenzymes / chemistry
  • Isoprostanes / chemistry*
  • Oxidoreductases Acting on CH-CH Group Donors / chemistry*
  • Prostaglandins A / chemistry*

Substances

  • 8-isoprostaglandin A1
  • Arabidopsis Proteins
  • Isoenzymes
  • Isoprostanes
  • Prostaglandins A
  • Oxidoreductases Acting on CH-CH Group Donors
  • 12-oxophytodienoate reductase

Associated data

  • PDB/2G5W

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