Dihydroxyacetone phosphate. Its structure and reactivity with  -glycerophosphate dehydrogenase, aldolase and triose phosphate isomerase and some possible metabolic implications.
1. Dihydroxyacetone phosphate exists in neutral aqueous solution at 20 degrees C as a mixture of keto, gem-diol and enolic forms in the ratio 55:44:1. 2. The three forms are freely interconvertible and rate constants for these reactions have been determined. 3. Keto-dihydroxyacetone phosphate is the primary reactive species in the reactions catalysed by alpha-glycerophosphate dehydrogenase, aldolase and triose phosphate isomerase. 4. The proportion of keto form to gem-diol forms of dihydroxyacetone phosphate is temperature-dependent. At 37 degrees C, 83% is keto-dihydroxyacetone phosphate. 5. The enzymological and metabolic consequences of these results are discussed.
D000096:Acetone; D000818:Animals; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002645:Chickens; D005634:Fructose-Bisphosphate Aldolase; D005636:Fructosephosphates; D005993:Glycerolphosphate Dehydrogenase; D005994:Glycerophosphates; D007259:Infrared Rays; D007454:Iodides; D007535:Isomerases; D007536:Isomerism; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D009243:NAD; D011817:Rabbits; D013053:Spectrophotometry; D013696:Temperature; D014306:Trioses
D005636:Fructosephosphates; D005994:Glycerophosphates; D007454:Iodides; D014306:Trioses; D009243:NAD; D000096:Acetone; D005993:Glycerolphosphate Dehydrogenase; D005634:Fructose-Bisphosphate Aldolase; D007535:Isomerases