1, 2 chemiluminescent dioxetanes of improved performance

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...


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549214, 549330, 549332, 549333, 435810, 536 41, C07F 906, C07F 702, C07D30514




A new class of stable dioxetanes bears a polycyclic stabilizing group and aryloxy moiety, the oxygen atom of which is provided with a protective group which can be removed by an enzymatic or chemical trigger admixed with the dioxetane. The polycyclic stabilizing group is preferably spiroadamantane. The group further bears an alkoxy, aryloxy, aralkyloxy or cycloalkyloxy moiety which is partially or completely substituted with halogens, particularly fluorine and chlorine. Proper selection of electron active groups on the stabilizing moiety, the aryl group and the OR group yields enhanced enzyme kinetics, superior light intensity and excellent detection sensitivity in various assays.

patent: 4978614 (1990-12-01), Bronstein
patent: 5424194 (1995-06-01), Otagiri et al.
patent: 5652093 (1997-07-01), Cubbage et al.


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