IspG-catalyzed positional isotopic exchange in methylerythritol cyclodiphosphate of the deoxyxylulose phosphate pathway: mechanistic implications

Chembiochem. 2011 Mar 7;12(4):527-30. doi: 10.1002/cbic.201000716. Epub 2011 Jan 26.

Abstract

H(2)(18)O under the bridge: Recently, the deoxyxylulose phosphate (DXP) pathway was discovered to be a second pathway supplying isoprenoid biosynthetic precursors. One of steps is an IspG-catalyzed reductive deoxygenation of methylerythritol cyclodiphosphate (MEcPP) to 4-hydroxyl-3-methyl-2-(E)-1-diphosphate (HMBPP). Using [2-(13) C,(18) O]-MEcPP, we detected the positional isotopic exchange for the bridging oxygen in MEcPP.

Publication types

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

MeSH terms

  • Aldose-Ketose Isomerases / chemistry*
  • Aldose-Ketose Isomerases / metabolism
  • Alkyl and Aryl Transferases / chemistry*
  • Alkyl and Aryl Transferases / metabolism
  • Catalysis
  • Deuterium
  • Erythritol / analogs & derivatives*
  • Erythritol / chemistry
  • Erythritol / metabolism
  • Models, Molecular*
  • Molecular Structure
  • Multienzyme Complexes / chemistry*
  • Multienzyme Complexes / metabolism
  • Oxidoreductases / chemistry*
  • Oxidoreductases / metabolism
  • Oxygen Isotopes
  • Xylose / analogs & derivatives*
  • Xylose / chemistry
  • Xylose / metabolism

Substances

  • Multienzyme Complexes
  • Oxygen Isotopes
  • deoxyxylulose phosphate
  • methyl-D-erythritol 2,4-cyclodiphosphate
  • Xylose
  • Deuterium
  • Oxidoreductases
  • 1-deoxy-D-xylulose 5-phosphate reductoisomerase
  • Alkyl and Aryl Transferases
  • (E)-4-hydroxy-3-methylbut-2-enyl diphosphate synthase, Nicotiana benthamiana
  • Aldose-Ketose Isomerases
  • Erythritol