Radical-Induced Dephosphorylation of Fructose Phosphates in Aqueous Solution+

Henryk Zegota, Clemens von Sonntag
1981 Zeitschrift für Naturforschung. B, A journal of chemical sciences  
Oxygen free N2O-saturated aqueous solutions of D-fructose-1-phosphate and D-fructose-6-phosphate were y-irradiated. Inorganic phosphate and phosphate free sugars (containing four to six carbon atoms) were identified and their G-values measured. D-Fructose-1-phosphate yields (G-values in parentheses) inorganic phosphate (1.6), hexos-2-ulose (0.12), 6-deoxy-2,5-hexodiulose (0.16), tetrulose (0.05) and 3-deoxytetrulose (0.15). D-Fructose-6-phosphate yields inorganic phosphate (1.7), hexos-5-ulose
more » ... .7), hexos-5-ulose (0.1), 6-deoxy-2,5-hexodiulose (0.36), 3-deoxy-2,5-hexodiulose and 2-deoxyhexos-5-ulose (together 0.18). On treatment with alkaline phosphatase further deoxy sugars were re-cognized and in fructose-1-phosphate G(6-deoxy-2,5-hexodiulose) was increased to a G-value of 0.4. Dephosphorylation is considered to occur mainly after OH attack at C-5 and C-l in fructose-1-phosphate and at C-5 and C-6 in fructose-6-phosphate. Reaction mechanisms are discussed.
doi:10.1515/znb-1981-1024 fatcat:6hyrbmdunvgtbncj3ayrfg3rtq