Synthesis of α-d-Glucose 1,6-Diphosphate, α-d-Mannose 1,6-Diphosphate, α-d-Ribose 1,5-Diphosphate, and N-Acetyl-α-d-glucosamine 1,6-Diphosphate

摘要: Abstract A simple general procedure for the synthesis of terminally phosphorylated α anomeric diphosphate derivatives d-glucose, d-mannose, d-ribose, d-galactose, d-glucosamine, and N-acetyl-d-glucosamine was developed. The fully acetylated sugar 6-phosphates, 5-phosphate in case were at carbon atom by condensation with crystalline phosphoric acid. O-acetyl groups resulting derivative removed treatment alkali, excess acid precipitated as an insoluble lithium salt. diphosphates isolated ion exchange chromatography lithium, potassium, barium salts each these compounds prepared characterized. In case, ratio acid-labile phosphate to total reducing final product 1:2:1. migrated esters on electrophoresis paper chromatography. completely homogenous respect component. structure ring configuration determined analysis periodate oxidation. group established comparing optical rotation dialdehyde formed oxidation upon α-d-glucose 1,6-diphosphate. products all active when they assayed enzymatic activity phosphoglucomutase.