Indolizines Enabling Rapid Uncaging of Alcohols and Carboxylic Acids by Red Light-Induced Photooxidation
Indolizines Enabling Rapid Uncaging of Alcohols and Carboxylic Acids by Red Light-Induced Photooxidation
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DOI：
10.1021/acs.orglett.0c01799
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发表时间：
2020-07-17
期刊：
影响因子：
5.2
通讯作者：
Hosoya, Takamitsu
中科院分区：
文献类型：
--
作者：
Watanabe, Kenji;Terao, Nodoka;Hosoya, Takamitsu
在催化量的亚甲基蓝的存在下，红色发光二极管光（λ = 660 nm）对3-酰基-2-甲氧基中氮茚的照射引发中氮茚环的光氧化，导致在几分钟内几乎定量释放醇或羧酸。该方法适用于从相应的中氮茚缀合物（包括胰岛素-中氮茚-染料缀合物）中光释放各种功能分子，例如羧酸类抗癌药物和酚类荧光染料。
The irradiation of red light-emitting-diode light (lambda = 660 nm) to 3-acyl-2-methoxyindolizines in the presence of a catalytic amount of methylene blue triggered the photooxidation of the indolizine ring, resulting in a nearly quantitative release of alcohols or carboxylic acids within a few minutes. The method was applicable for photouncaging various functional molecules such as a carboxylic anticancer drug and a phenolic fluorescent dye from the corresponding indolizine conjugates, including an insulin- indolizine-dye conjugate.