Polymerizable chemiluminescent compounds
Disclosed are compounds having the formula: wherein R 1 is selected from the group consisting of hydrogen, C 1 -C 6 alkyl, amino, N—C 1 -C 6 -alkylamino, and N,N—C 1 -C 6 -dialkylamino; and ring “A” is selected from the group consisting of unsubstituted or substituted C 4 -C 8 -cycloalkenyl, unsubstituted or substituted bicyclo[2,2,1]alkenyl, and unsubstituted or substituted bicyclo[2,2,2]alkenyl, unsubstituted phenyl, and phenyl substituted with a moiety selected from the group consisting of C 3 -C 6 -alkenyl, acryl, acryl-C 1 -C 6 alkyl, acrylamido, and acrylamido-C 1 -C 6 alkyl; polymers made from these compounds, and ELISAs that use the compounds and polymers as a chemiluminescent detection label.
1. A compound having a structure as shown in Formula I:
wherein R 1 is selected from the group consisting of hydrogen, C 1 -C 6 alkyl, amino, N—C 1 -C 6 -alkylamino, and N,N—C 1 -C 6 -dialkylamino; and ring “A” is selected from the group consisting of unsubstituted or substituted C 4 -C 8 -cycloalkenyl, unsubstituted or substituted bicyclo[2,2,1]alkenyl, and unsubstituted or substituted bicyclo[2,2,2]alkenyl, unsubstituted phenyl, and phenyl substituted with a moiety selected from the group consisting of C 3 -C 6 -alkenyl, acryl, acryl-C 1 -C 6 alkyl, acrylamido, and acrylamido-C 1 -C 6 alkyl.
2. The compound of claim 1 , wherein R 1 is hydrogen.
3. The compound of claim 1 , wherein R 1 is C 1 -C 6 alkyl.
4. The compound of claim 1 , wherein R 1 is amino.
5. The compound of claim 1 , wherein R 1 is N—C 1 -C 6 -alkylamino.
6. The compound of claim 1 , wherein R 1 is N,N—C 1 -C 6 -dialkylamino.
7. The compound of claim 1 , wherein ring “A” is selected from the group consisting of unsubstituted or substituted C 4 -C 8 -cycloalkenyl.
8. The compound of claim 1 , wherein ring “A” is selected from the group consisting of unsubstituted or substituted bicyclo[2,2,1]alkenyl.
9. The compound of claim 1 , wherein ring “A” is selected from the group consisting of unsubstituted or substituted bicyclo[2,2,2]alkenyl.
10. The compound of claim 1 , wherein ring “A” is selected from the group consisting of unsubstituted phenyl, and phenyl substituted with a moiety selected from the group consisting of C 3 -C 6 -alkenyl, acryl, acryl-C 1 -C 6 alkyl, acrylamido, and acrylamido-C 1 -C 6 alkyl.
11. A compound having a structure as shown in Formula I:
wherein R 1 is hydrogen; and ring “A” is selected from the group consisting of unsubstituted or substituted C 4 -C 8 -cycloalkenyl, unsubstituted or substituted bicyclo[2,2,1]alkenyl, and unsubstituted or substituted bicyclo[2,2,2]alkenyl, unsubstituted phenyl, and phenyl substituted with a moiety selected from the group consisting of C 3 -C 6 -alkenyl, acryl, acryl-C 1 -C 6 alkyl, acrylamido, and acrylamido-C 1 -C 6 alkyl.
12. The compound of claim 11 , wherein ring “A” is selected from the group consisting of unsubstituted or substituted C 4 -C 8 -cycloalkenyl.
13. The compound of claim 11 , wherein ring “A” is selected from the group consisting of unsubstituted or substituted bicyclo[2,2,1]alkenyl.
14. The compound of claim 11 , wherein ring “A” is selected from the group consisting of unsubstituted or substituted bicyclo[2,2,2]alkenyl.
15. The compound of claim 11 , wherein ring “A” is selected from the group consisting of unsubstituted phenyl and phenyl substituted with a moiety selected from the group consisting of C 3 -C 6 -alkenyl, acryl, acryl-C 1 -C 6 alkyl, acrylamido, and acrylamido-C 1 -C 6 alkyl.
16. A compound which is:
17. A compound which is
18. A polymer produced by polymerizing a compound a structure of Formula I:
wherein R 1 is selected from the group consisting of hydrogen, C 1 -C 6 alkyl, amino, N—C 1 -C 6 -alkylamino, and N,N—C 1 -C 6 -dialkylamino; and ring “A” is selected from the group consisting of unsubstituted or substituted C 4 -C 8 -cycloalkenyl, unsubstituted or substituted bicyclo[2,2,1]alkenyl, and unsubstituted or substituted bicyclo[2,2,2]alkenyl, unsubstituted phenyl, and phenyl substituted with a moiety selected from the group consisting of C 3 -C 6 -alkenyl, acryl, acryl-C 1 -C 6 alkyl, acrylamido, and acrylamido-C 1 -C 6 alkyl.