Shrestha Pradeep, Kand Dnyaneshwar, Weinstain Roy, Winter Arthur H
Department of Chemistry, Iowa State University, Ames, Iowa 50010, United States.
School of Plant Sciences and Food Security, Tel-Aviv University, Tel-Aviv 6997801, Israel.
J Am Chem Soc. 2023 Aug 16;145(32):17497-17514. doi: 10.1021/jacs.3c01682. Epub 2023 Aug 3.
-methyl BODIPY photocages have recently emerged as an exciting new class of photoremovable protecting groups (PPGs) that release leaving groups upon absorption of visible to near-infrared light. In this Perspective, we summarize the development of these PPGs and highlight their critical photochemical properties and applications. We discuss the absorption properties of the BODIPY PPGs, structure-photoreactivity studies, insights into the photoreaction mechanism, the scope of functional groups that can be caged, the chemical synthesis of these structures, and how substituents can alter the water solubility of the PPG and direct the PPG into specific subcellular compartments. Applications that exploit the unique optical and photochemical properties of BODIPY PPGs are also discussed, from wavelength-selective photoactivation to biological studies to photoresponsive organic materials and photomedicine.
甲基BODIPY光笼最近已成为一类令人兴奋的新型光可去除保护基团(PPG),在吸收可见光至近红外光时会释放离去基团。在这篇综述中,我们总结了这些PPG的发展,并突出了它们关键的光化学性质和应用。我们讨论了BODIPY PPG的吸收特性、结构-光反应性研究、对光反应机理的见解、可被笼蔽的官能团范围、这些结构的化学合成,以及取代基如何改变PPG的水溶性并将PPG导向特定的亚细胞区室。还讨论了利用BODIPY PPG独特光学和光化学性质的应用,从波长选择性光激活到生物学研究,再到光响应有机材料和光医学。