56-83-7Relevant academic research and scientific papers
Competitive inhibitors of type B ribose 5-phosphate isomerases: design, synthesis and kinetic evaluation of new d-allose and d-allulose 6-phosphate derivatives
Mariano, Sandrine,Roos, Annette K.,Mowbray, Sherry L.,Salmon, Laurent
experimental part, p. 869 - 880 (2009/08/07)
This study reports syntheses of d-allose 6-phosphate (All6P), d-allulose (or d-psicose) 6-phosphate (Allu6P), and seven d-ribose 5-phosphate isomerase (Rpi) inhibitors. The inhibitors were designed as analogues of the 6-carbon high-energy intermediate pos
Synthesis of Sugars by Aldolase-Catalyzed Condensation Reactions
Wong, Chi-Huey,Whitesides, George M.
, p. 3199 - 3205 (2007/10/02)
Dihydroxyacetone phosphate was prepared in 200-mmol scale from dihydroxyacetone by two procedures: reaction with phosphorus oxytrichloride and glycerol kinase catalyzed phosphorylation using ATP with in situ regeneration of ATP by phosphoenolpyruvate or acetyl phosphate.Dihydroxyacetone phosphate was converted to fructose 6-phosphate in 80percent yield by exposure to a mixture of co-immobilized triosephosphate isomerase and aldolase followed by acid hydrolysis of the condensation product fructose 1,6-bisphosphate.Fructose 6-phosphate was subsequently converted by chemical and enzymatic schemes into fructose, glucose 6-phosphate, and glucose.Practical procedures are described for the preparation of D- and L-glyceraldehyde 3-phosphate and for several hexoses labeled with 13C in the C-2 and C-2,5 positions.
Enzyme-Catalyzed Organic Synthesis: NAD(P)H Cofactor Regeneration by Using Glucose 6-Phosphate and the Glucose-6-Phosphate Dehydrogenase from Leuconostoc mesenteroides
Wong, Chi-Huey,Whitesides, George M.
, p. 4890 - 4899 (2007/10/02)
Glucose 6-phosphate dehydrogenase (from Leuconostoc mesenteroides) and glucose 6-phosphate comprise a useful system for regeneration of reduced nicotinamide cofactors for use in enzyme-catalyzed organic sysnthesis.This enzyme is approximately equally active in reduction of NAD and NADP.It is commercially available, inexpensive, stable, and easily immobilized.Glucose 6-phosphate can be prepared in quantity by hexokinase-catalysed phosphorylation of glucose by ATP (coupled with ATP regeneration) or by other methods.The operation in this regeneration system is illustrated by syntheses of enantiomerically enriched D-lactic acid (0.4 mol, enantiomeric excess 95percent) and (S)-benzyl-α-d1 alcohol (0.4 mol, enantiomeric excess 95percent) and by synthesis of treo-DS(+)-isocitric acid (0.17 mol).Factors influencing the stability of NAD(P)(H) in solution have been explored.
