利用重原子效应开发一种光敏8-氮杂香豆素型光不稳定保护基团。
Utilization of the Heavy Atom Effect for the Development of a Photosensitive 8-Azacoumarin-Type Photolabile Protecting Group.
作者信息
Takano Hikaru, Narumi Tetsuo, Nomura Wataru, Furuta Toshiaki, Tamamura Hirokazu
机构信息
Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University , Chiyoda-ku, Tokyo 101-0062, Japan.
Department of Applied Chemistry and Biochemical Engineering, Faculty of Engineering, Shizuoka University , Hamamatsu, Shizuoka 432-8561, Japan.
出版信息
Org Lett. 2015 Nov 6;17(21):5372-5. doi: 10.1021/acs.orglett.5b02720. Epub 2015 Oct 15.
A remarkable improvement of the photochemical properties of coumarin-type photolabile protecting groups was achieved by iodine substitution. The newly identified 7-hydroxy-6-iodo-8-azacoumarin (8-aza-Ihc)-caged acetate showed excellent photolytic efficiency, significantly higher than that of the corresponding bromine-containing coumarin- and azacoumarin-type caging groups. The results provide a solid approach to improving the photosensitivity of photolabile protecting groups.
通过碘取代，香豆素型光不稳定保护基团的光化学性质得到了显著改善。新鉴定出的7-羟基-6-碘-8-氮杂香豆素（8-aza-Ihc）笼蔽乙酸酯表现出优异的光解效率，明显高于相应的含溴香豆素型和氮杂香豆素型笼蔽基团。这些结果为提高光不稳定保护基团的光敏性提供了可靠的方法。
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