Novel derivatives of UDP-glucose: concise synthesis and fluorescent properties
Novel derivatives of UDP-glucose: concise synthesis and fluorescent properties
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DOI：
10.1039/b805216f
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发表时间：
2008-08-21
影响因子：
3.2
通讯作者：
Wagner, Gerd K.
中科院分区：
文献类型：
--
作者：
Pesnot, Thomas;Wagner, Gerd K.
据报道，一系列新型 5-取代 UDP-葡萄糖衍生物具有有趣的荧光特性和作为碳水化合物活性酶传感器的潜在应用。以（杂）芳基硼酸与 5-碘 UDP-葡萄糖的 Suzuki-Miyaura 反应为中心，开发了目标分子的有效合成方法。有趣的是，优化的交叉偶联条件也可以成功应用于 5-溴 UMP，但不适用于 5-溴 UDP-葡萄糖。
A series of novel 5-substituted UDP-glucose derivatives with interesting fluorescent properties and potential applications as sensors for carbohydrate-active enzymes is reported. An efficient synthesis of the target molecules was developed, centred around the Suzuki-Miyaura reaction of (hetero)arylboronic acids with 5-iodo UDP-glucose. Interestingly, the optimised cross-coupling conditions could also be applied successfully to 5-bromo UMP, but not to 5-bromo UDP-glucose.