Chemiluminescent labeling compounds
AssigneeLumigen, Inc.
InventorHashem Akhavan-Tafti
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Abstract
Chemiluminescent labeling compounds and chemiluminescent labeled conjugates are provided. The compounds comprise an acridan ring bearing an exocyclic double bond and further contain a labeling substituent which permits attachement to compounds of interest. The novel chemiluminescent compounds and labeled conjugates generated chemiluminescence rapidly after undergoing a reaction with an acid, an oxidant and a base. The compounds and conjugates are useful in assays of an analyte in a sample and in assays employing labeled specific binding pairs.
Claims22
A chemiluminescent compound of the formula:
- ##STR62## wherein Z.sup.1 and Z.sup.2 are independently selected from O, S and NR.sup.12, R.sup.12 is selected from alkyl, aryl, alkylsulfonyl and arylsulfonyl groups, R.sup.1 is a group containing from 1 to about 50 non-hydrogen atoms which is removable by an acid and R.sup.2 and R.sup.3 are organic groups containing from 1 to 50 non-hydrogen atoms selected from C, N, O, S, P and halogen atoms, R.sup.4 -R.sup.11 are independently selected from hydrogen and substituents which do not interfere with the generation of chemiluminescence, L is a linking group selected from a bond, divalent groups and polyvalent groups, and RG is a reactive group selected from carboxyl, carboxyl ester, acid anhydride, acid chloride, acyl azide, aldehyde, chloroformate, amine, hydroxyl, hydrazine, isocyanate, isothiocyanate, sulfonyl chloride, SO.sub.2 CH.sub.2 CF.sub.3, tosyl, maleimide, N-hydroxy-succinimide ester, aziridine, imine, disulfide ##STR63## wherein X is selected from chlorine bromine and iodine.
A chemiluminescent labeled compound comprising a conjugate of a compound to be detected and a compound of the formula wherein Z.sup.1 and Z.sup.2 are independently selected from O, S and NR.sup.12, R.sup.12 is selected from alkyl, aryl, alkylsulfonyl and arylsulfonyl groups, R.sup.1 is a group containing from 1 to about 50 non-hydrogen atoms which is removable by an acid and R.sup.2 and R.sup.3 are organic groups containing from 1 to 50 non-hydrogen atoms selected from C, N, O, S, P and halogen atoms, R.sup.4 -R.sup.11 are independently selected from hydrogen and substituents which do not interfere with the generation of chemiluminescence, L is a linking group selected from a bond, divalent groups and polyvalent groups, and RG is a reactive group and the compound to be detected is an analyte or a specific binding pair member.
Dependencies are inferred from the claim text.