The photochemistry of phosphorus compounds. Part 11. Photolysis of dipotassium α-D-glucose 1-phosphate in aqueous solution under argon and oxygen

Abstract

The stable products of the photolysis of dipotassium α-D-glucose 1-phosphate at 254 nm were determined in either anoxic (under argon) or oxygen-saturated aqueous solutions. The release of orthophosphate was found to be the primary and predominant reaction in both argon and oxygen, with quantum yields of (1.04 ± 0.02)× 10^–2 and (3.56 ± 0.01)× 10^–2, respectively. Glucose was not observed. Under argon, the most important organic products identified were deoxy-sugars and malondialdehyde. In oxygenated solutions, carbon dioxide and monoxide, glyconate, arabinose, glyoxal, and glycolate were the major products. A tentative mechanism for the primary photochemical step may be the release of orthophosphate from the glucose 1-phosphate dianion, producing a glycosyl radical, which then undergoes further degradation.