Chemiluminescent 1,2-dioxetanes

Details Chemiluminescent 1,2-dioxetanes Chemiluminescent 1,2-dioxetanes

1999-04-22

2000-10-31

Houtteman, Scott W.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

549332, 549403, 549406, C07D32100

Patent

active

061404950

ABSTRACT:
Spiroadamantyl dioxetanes bearing an alkoxy substituent, and an aromatic substituent of phenyl or naphthyl on the dioxetane ring can be activated to chemiluminesce if the aromatic substituent bears a moiety designated OX, wherein the X is cleaved by an enzyme with which the dioxetane is permitted to come in contact with. The T.sub.1/2 kinetics of the chemiluminescent reaction, as well as the signal intensity, or quantum yield of the chemiluminescent reaction, can be altered by selection of an electron-withdrawing or an electron-donating group Z, at positions on the aromatic substituent other than those adjacent the point of attachment to the dioxetane. Signal strength can further be enhanced by recognized chemiluminescent enhancers.

REFERENCES:
Edwards et al., Journal of Organic Chemistry, vol. 55, pp. 6225-6229.

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