Selective inhibition of metabolic enzymes by enzymatically synthesized D-glucal-6-phosphate.

Yeast hexokinase (EC 2.7.1.1) catalyzes the phosphorylation of D-glucal and methyl alpha- and beta-D-glucopyranosides at 1-5% of the rates of phosphorylation of D-glucose and 2-deoxy-D-glucose. Maltose, cellobiose, D-galactal and tetrahydropyran-2-methanol are not substrates of hexokinase. Enzymatically synthesized D-glucal-6-phosphate inhibits rabbit muscle phosphoglucose isomerase competitively (KI = 1.94 mM) and phosphoglucomutase noncompetitively (KI = 0.122 mM).