Abstract
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 pK a value. This compound exhibits a superior chemiluminescence response to AMPD in the physiologically relevant pH range.
Original language | English |
---|---|
Pages (from-to) | 1258-1262 |
Number of pages | 5 |
Journal | Organic letters |
Volume | 21 |
Issue number | 5 |
DOIs | |
Publication status | Published - 2019 Mar 1 |
Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry