Direct Photorelease of Alcohols from Boron-Alkylated BODIPY Photocages
Direct Photorelease of Alcohols from Boron-Alkylated BODIPY Photocages
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DOI：
10.1021/acs.joc.0c00044
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发表时间：
2020-04-17
影响因子：
3.6
通讯作者：
Winter, Arthur H.
中科院分区：
文献类型：
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作者：
Peterson, Julie A.;Fischer, Logan J.;Winter, Arthur H.
BODIPY光笼允许使用可见光照射释放底物。它们的缺点是需要相当好的离去基团用于光释放。醇的光释放通常通过与碳酸酯键连接来实现，碳酸酯键在光释放时释放CO2并产生醇。在这里，我们表明，硼烷基化BODIPY光笼能够直接光释放脂肪醇和酚类通过光裂解醚键照射后。在活的HeLa细胞中证明了羟基香豆素染料的直接光释放。
BODIPY photocages allow the release of substrates using visible light irradiation. They have the drawback of requiring reasonably good leaving groups for photorelease. Photorelease of alcohols is often accomplished by attachment with carbonate linkages, which upon photorelease liberate CO2 and generate the alcohol. Here, we show that boron-alkylated BODIPY photocages are capable of directly photoreleasing both aliphatic alcohols and phenols upon irradiation via photocleavage of ether linkages. Direct photorelease of a hydroxycoumarin dye was demonstrated in living HeLa cells.