A pioneering chemiluminescent molecule reported by Schaap and co-workers, 3-(2'-spiroadamantane)-4-methoxy-4-(3″-hydroxy)phenyl-1,2-dioxetane (AMPD), does not require enzymatic activation but is unsuitable for use under physiological conditions. To overcome this limitation, we have developed a new AMPD derivative that contains an acetamido group at the ortho position of the hydroxy group as an intramolecular hydrogen-bonding site in order to lower the p K value. This compound exhibits a superior chemiluminescence response to AMPD in the physiologically relevant pH range.
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http://dx.doi.org/10.1021/acs.orglett.8b03913 | DOI Listing |
Org Lett
March 2019
Graduate School of Pharmaceutical Sciences , Nagoya City University, 3-1 Tanabe-dori , Mizuho-ku , Nagoya 467-8603 , Japan.
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