Synthesis,structure elucidation,and chemiluminescent activity of new 9-substituted 10-(ω-(succinimidyloxycarbonyl)alkyl)acridinium esters |
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| Authors: | Keith Smith Xiaojing Mu Zhaoqiang Li Andy M Holland J Stuart Woodhead Gamal A El-Hiti |
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| Institution: | 1. School of Chemistry, Cardiff University, Cardiff, UK;2. Chemistry Department, University of Wales Swansea, Swansea, UK;3. Invitron, Monmouth, UK;4. Department of Optometry, College of Applied Medical Sciences, King Saud University, Riyadh, Saudi Arabia |
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| Abstract: | Several new acridinium esters 2 – 9 having their central acridinium ring bearing a 9-(2,5-dimethylphenoxycarbonyl), 9-(2,6-bis(trifluoromethyl)phenoxycarbonyl) or 9-(2,6-dinitrophenoxycarbonyl) group, and a 10-methyl, 10-(3-(succinimidyloxycarbonyl)propyl), 10-(5-(succinimidyloxycarbonyl)pentyl), or 10-(10-(succinimidyloxycarbonyl)decyl) group, have been synthesized and their chemiluminescent properties have been tested. The 2,5-dimethylphenyl acridinium esters emit light slowly (glow) when treated with alkaline hydrogen peroxide, while the 2,6-dinitrophenyl and 2,6-bis(trifluoromethyl)phenyl esters emit light rapidly (flash). The substituent at the 10 position affects the hydrolytic stabilities of the compounds. |
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| Keywords: | acridinium ester chemiluminescence kinetics hydrolytic stability synthesis |
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