Ley A N, Bowers R J, Wolfe S
Ontario Ministry of the Environment, Kingston, Canada.
Can J Microbiol. 1988 May;34(5):690-3. doi: 10.1139/m88-115.
About 97% of Escherichia coli strains produce beta-glucuronidase, but almost all other Enterobacteriaceae lack this enzyme. A D-glucopyranosiduronic acid (glucuronide) possessing a readily detectable beta-linked aglycone should, therefore, constitute a specific reagent for the detection of this organism. For this purpose, the title compound has been synthesized for the first time. The synthesis proceeds in eight steps from readily available D-glucuronolactone, anthranilic acid, and chloroacetic acid and can be carried out on a large scale. The compound has the predicted properties: when included in the standard membrane filter test for the analysis of water, indoxyl-beta-D-glucuronide allows specific detection of E. coli through the formation of blue colonies that are the result of rapid conversion of the liberated aglycone to indigo. The recovery of E. coli is easily measured and almost quantitative.
约97%的大肠杆菌菌株会产生β-葡萄糖醛酸酶，但几乎所有其他肠杆菌科细菌都缺乏这种酶。因此，一种具有易于检测的β-连接糖苷配基的D-吡喃葡萄糖醛酸（葡糖醛酸苷）应构成检测该生物体的特异性试剂。为此，首次合成了标题化合物。该合成从容易获得的D-葡糖醛酸内酯、邻氨基苯甲酸和氯乙酸开始，分八步进行，并且可以大规模开展。该化合物具有预期的性质：当用于水分析的标准膜滤试验中时，吲哚酚-β-D-葡糖醛酸苷通过形成蓝色菌落实现对大肠杆菌的特异性检测，这些蓝色菌落是释放的糖苷配基快速转化为靛蓝的结果。大肠杆菌的回收率易于测定且几乎是定量的。
