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Ring closure reaction of 19-substituted bilinones to 5-oxaporphyrin metal complexes induced by Zn2+ and Cu2+ –Application to turn-on red fluorogenic probes for zinc ions–
Chemistry Letters ( IF 1.6 ) Pub Date : 2021-01-14 , DOI: 10.1246/cl.200921
Kazuhisa Kakeya 1 , Hiroyuki Fukagawa 1 , Akihiro Teraoka 1 , Tadashi Mizutani 1
Affiliation  

The reaction of 19-phenoxybilinones with Zn2+ caused ring-closure to afford the 5-oxaporphyrin zinc complex under ambient conditions. While bilinones are non-fluorescent, the 5-oxaporphyrin zinc complex fluoresced red light. 19-Phenoxybilinone can be employed as a fluorogenic zinc ion sensor. Among various metal ions, only Zn2+, Cu2+ and Co2+ can induce the ring closure reaction to yield 5-oxaporphyrin metal complexes, and only the zinc complex was fluorescent. Submicromolar Zn2+ can be detected by 19-phenoxybilinone both in organic solvents and aqueous solvents.

中文翻译:

Zn2 +和Cu2 +诱导的19个取代胆甾酮与5-氧杂卟啉金属配合物的闭环反应–在开启红色荧光锌离子探针上的应用–

19-苯氧基胆甾酮与Zn 2+的反应在环境条件下引起闭环,得到5-氧杂卟啉锌配合物。胆甾醇不发荧光,而5-氧杂卟啉锌配合物发出红色荧光。19-苯氧基比林酮可以用作荧光锌离子传感器。在各种金属离子中,只有Zn 2 +,Cu 2+和Co 2+可以引起闭环反应,生成5-氧杂卟啉金属配合物,只有锌配合物具有荧光性。在有机溶剂和水性溶剂中,亚微摩尔Zn 2+均可通过19-苯氧基胆碱测定。
更新日期:2021-01-14
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