Synthesis of betha-maltosides, derivatives of p-nitrophenol, 2-chloro-4-nitrophenol and 4-methylumbelliferone, and their use as substrates for the assay of alpha-glucosidase
Synthesis of beta-maltosides, p-nitrophenyl-beta-D-maltoside and 4-methylumbelliferyl-beta-D-maltoside, based on interaction of hepta-acetate-beta-D-maltosyl fluoride with the corresponding trimethylsilyl ethers of p-nitrophenol and 4-methylumbelliferone is described. 2-Chloro-4-nitrophenyl-beta-D-maltoside was synthesized by interaction of hepta-acetate-alpha-D-maltosyl bromide with 2-chloro-4-nitrophenol in two phase system using phase transfer catalyst. The method of assay of neutral alpha-glucosidase from human kidney and urine using synthesized beta-maltosides (p-nitrophenyl-beta-D-maltoside, 2-chloro-4-nitrophenyl-beta-D-maltoside and 4-methylumbelliferyl-beta-D-maltoside) as substrates and beta-glucosidase as an auxiliary enzyme is proposed. The method is simple, convenient and 10-fold more sensitive than the commonly used alpha-glucosidase assay procedure with the corresponding synthetic alpha-glucosides, p-nitrophenyl-alpha-D-glucoside and 4-methylumbelliferyl-alpha-D-glucoside. A modification of the method, with p-nitrophenyl-beta-D-maltoside as substrate, was applied to the semi-automatic assay of urinary alpha-glucosidase in 96-well microtitre plates.
Vozniy I.V., Lukomskaya I.S., Lanskaya I.M., Podkidisheva E.M. (1996) Synthesis of betha-maltosides, derivatives of p-nitrophenol, 2-chloro-4-nitrophenol and 4-methylumbelliferone, and their use as substrates for the assay of alpha-glucosidase. Voprosy Meditsinskoi Khimii, 42(4), 348-354.
Vozniy I.V. et al. Synthesis of betha-maltosides, derivatives of p-nitrophenol, 2-chloro-4-nitrophenol and 4-methylumbelliferone, and their use as substrates for the assay of alpha-glucosidase // Voprosy Meditsinskoi Khimii. - 1996. - V. 42. -N 4. - P. 348-354.
Vozniy I.V. et al., "Synthesis of betha-maltosides, derivatives of p-nitrophenol, 2-chloro-4-nitrophenol and 4-methylumbelliferone, and their use as substrates for the assay of alpha-glucosidase." Voprosy Meditsinskoi Khimii 42.4 (1996): 348-354.
Vozniy, I. V., Lukomskaya, I. S., Lanskaya, I. M., Podkidisheva, E. M. (1996). Synthesis of betha-maltosides, derivatives of p-nitrophenol, 2-chloro-4-nitrophenol and 4-methylumbelliferone, and their use as substrates for the assay of alpha-glucosidase. Voprosy Meditsinskoi Khimii, 42(4), 348-354.
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