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[对硝基苯酚、2-氯-4-硝基苯酚和4-甲基伞形酮的β-麦芽糖苷衍生物的合成及其作为测定α-葡萄糖苷酶活性底物的应用]

[Synthesis of beta-maltosides, derivatives of p-nitrophenol, 2-chloro-4-nitrophenol, and 4-methylumbelliferone, and their use as substrates for determining alpha-glucosidase activity].

作者信息

Voznyĭ Ia V, Lukomskaia I S, Lanskaia I M, Podkidysheva E I

出版信息

Vopr Med Khim. 1996 Oct-Dec;42(4):348-54.

PMID:9254525
Abstract

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.

摘要

本文描述了基于七乙酸-β-D-麦芽糖基氟化物与对硝基苯酚和4-甲基伞形酮相应的三甲基甲硅烷基醚的相互作用合成β-麦芽糖苷、对硝基苯基-β-D-麦芽糖苷和4-甲基伞形酮基-β-D-麦芽糖苷的方法。通过在相转移催化剂存在下,七乙酸-α-D-麦芽糖基溴与2-氯-4-硝基苯酚在两相体系中相互作用合成了2-氯-4-硝基苯基-β-D-麦芽糖苷。提出了以合成的β-麦芽糖苷(对硝基苯基-β-D-麦芽糖苷、2-氯-4-硝基苯基-β-D-麦芽糖苷和4-甲基伞形酮基-β-D-麦芽糖苷)为底物,β-葡萄糖苷酶为辅助酶,测定人肾和尿中中性α-葡萄糖苷酶的方法。该方法简单、方便,比常用的以相应的合成α-葡萄糖苷(对硝基苯基-α-D-葡萄糖苷和4-甲基伞形酮基-α-D-葡萄糖苷)为底物的α-葡萄糖苷酶测定方法灵敏10倍。一种以对硝基苯基-β-D-麦芽糖苷为底物的方法改进,应用于96孔微量滴定板中尿α-葡萄糖苷酶的半自动测定。

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[Synthesis of beta-maltosides, derivatives of p-nitrophenol, 2-chloro-4-nitrophenol, and 4-methylumbelliferone, and their use as substrates for determining alpha-glucosidase activity].[对硝基苯酚、2-氯-4-硝基苯酚和4-甲基伞形酮的β-麦芽糖苷衍生物的合成及其作为测定α-葡萄糖苷酶活性底物的应用]
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