Brominated hydroxyquinoline as a photolabile protecting group with sensitivity to multiphoton excitation

被引:100
作者
Fedoryak, OD [1 ]
Dore, TM [1 ]
机构
[1] Univ Georgia, Dept Chem, Athens, GA 30602 USA
关键词
D O I
10.1021/ol026524g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis and photochemistry of a new photolabile protecting group for carboxylic acids based on 8-bromo-7-hydroxyquinoline (BHQ) is described. BHQ possesses a greater single photon quantum efficiency than 4,5-dimethoxy-4-nitrobenzyl ester (DMNB) and 6-bromo-7hydroxycoumarin-4-ylmethyl (Bhc), and it has sufficient sensitivity to multiphoton-induced photolysis for use in vivo. Its increased solubility and low fluorescence make it quite useful as a caging group for biological messengers.
引用
收藏
页码:3419 / 3422
页数:4
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