Properties of the phosphonomethyl isosteres of two phosphate ester glycolytic intermediates.
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).
D000469:Alkaline Phosphatase / Q000378:metabolism; D001665:Binding Sites; D006597:Fructose-Bisphosphatase / Q000378:metabolism; D005634:Fructose-Bisphosphate Aldolase / Q000378:metabolism; D005636:Fructosephosphates / Q000096:biosynthesis*; D005993:Glycerolphosphate Dehydrogenase / Q000378:metabolism; D006019:Glycolysis; D007700:Kinetics; D063065:Organophosphonates
D005636:Fructosephosphates; D063065:Organophosphonates; D005993:Glycerolphosphate Dehydrogenase; D000469:Alkaline Phosphatase; D006597:Fructose-Bisphosphatase; D005634:Fructose-Bisphosphate Aldolase