Competing pathways in the photo-Favorskii rearrangement and release of esters: studies on fluorinated p-hydroxyphenacyl-caged GABA and glutamate phototriggers

K Stensrud, J Noh, K Kandler, J Wirz…

文献索引：Stensrud, Kenneth; Noh, Jihyun; Kandler, Karl; Wirz, Jakob; Heger, Dominik; Givens, Richard S. Journal of Organic Chemistry, 2009 , vol. 74, # 15 p. 5219 - 5227

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被引用次数: 29

摘要

Three new trifluoromethylated p-hydroxyphenacyl (pHP)-caged γ-aminobutyric acid (GABA) and glutamate (Glu) derivatives have been examined for their efficacy as photoremovable protecting groups in aqueous solution. Through the replacement of hydrogen with fluorine, eg, am-trifluoromethyl or am-trifluoromethoxy versus m-methoxy substituents on the pHP chromophore, modest increases in the quantum yields for the release of amino acids ...