Properties of the phosphonomethyl isosteres of two phosphate ester glycolytic intermediates

Biochem J. 1974 Sep;141(3):725-8. doi: 10.1042/bj1410725.

Abstract

The enzymic synthesis of the 1-phosphonomethyl isostere of fructose 1,6-diphosphate in which the 1-phosphate (-OPO(3)H(2)) is replaced by the phosphonomethyl group (-CH(2)PO(3)H(2)) is described. The kinetic properties of this fructose diphosphate isostere and of 4-hydroxy-3-oxobutylphosphonic acid, an isostere of dihydroxyacetone phosphate, with aldolase (EC 4.1.2.13), fructose diphosphatase (EC 3.1.3.11) and glycerol phosphate dehydrogenase (EC 1.1.1.8) are described (see Table 1).

MeSH terms

  • Alkaline Phosphatase / metabolism
  • Binding Sites
  • Fructose-Bisphosphatase / metabolism
  • Fructose-Bisphosphate Aldolase / metabolism
  • Fructosephosphates / biosynthesis*
  • Glycerolphosphate Dehydrogenase / metabolism
  • Glycolysis
  • Kinetics
  • Organophosphonates

Substances

  • Fructosephosphates
  • Organophosphonates
  • Glycerolphosphate Dehydrogenase
  • Alkaline Phosphatase
  • Fructose-Bisphosphatase
  • Fructose-Bisphosphate Aldolase