Two-Photon 鈥淐aging鈥?Groups: Effect of Position Isomery on the Photorelease Properties of Aminoquinoline-Derived Photolabile Protecting Groups
详细信息 查看全文
- 作者：Christine Tran ; Thibault Gallavardin ; Morgane Petit ; Riadh Slimi ; Hamid Dhimane ; Mireille Blanchard-Desce ; Francine C. Acher ; David Ogden ; Peter I. Dalko
- 刊名：Organic Letters
- 出版年：2015
- 出版时间：February 6, 2015
- 年：2015
- 卷：17
- 期：3
- 页码：402-405
- 全文大小：293K
- ISSN：1523-7052
文摘
High two-photon photolysis cross sections and water solubility of probes are important to avoid toxicity in biomedical applications of photolysis. Systematic variation of the position of a carboxyl electron-withdrawing group (EWG) on photolysis of 8-dimethylaminoquinoline protecting groups identified the C5-substituted isomer as a privileged dipole. The 5-benzoyl-8-DMAQ substitution yields a caging group with an enhanced two-photon uncaging cross section (未u = 2.0 GM) and good water solubility (c 鈮?50 mM, pH 7.4).