Sicart Renaud, Collin Marie-Pierre, Reymond Jean-Louis
Department of Chemistry and Biochemistry, University of Berne, Berne, Switzerland.
Biotechnol J. 2007 Feb;2(2):221-31. doi: 10.1002/biot.200600181.
3-Acyloxyl-2-oxopropyl ethers of umbelliferone were investigated as new fluorogenic substrates for lipases and esterases. The aliphatic primary alcohol-leaving group released the fluorescent product umbelliferone by an enolization/beta-elimination reaction similar to the triose phosphate isomerase (TIM) reaction. A similarly designed phenylacetamide provided a fluorescent probe for penicillin G acylase, whereby the enolization/beta-elimination sequence from the intermediate aminoketone was very fast and spontaneous even under acidic conditions. The corresponding epoxyketone was not fluorogenic with epoxide hydrolases (EH). These substrates represent periodate-free Clips-otrade mark substrates.
伞形酮的3-酰氧基-2-氧代丙基醚作为脂肪酶和酯酶的新型荧光底物进行了研究。脂肪族伯醇离去基团通过类似于磷酸丙糖异构酶（TIM）反应的烯醇化/β-消除反应释放出荧光产物伞形酮。一个设计类似的苯乙酰胺为青霉素G酰化酶提供了一种荧光探针，由此即使在酸性条件下，来自中间氨基酮的烯醇化/β-消除序列也非常快速且自发。相应的环氧酮与环氧水解酶（EH）不产生荧光。这些底物代表无高碘酸盐的Clips商标底物。
Zotero 插件