Compositions and methods for generating red chemiluminescence
AssigneeLumigen, Inc.
InventorHashem Akhavan-Tafti
Life of this patent
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Abstract
Compounds which generate red chemiluminescence on reaction with a phosphatase enzyme are provided as well as intermediates useful for their preparation. The chemiluminescent compounds comprise a luciferin ring system and an exocyclic enol phosphate group where the position on the luciferin ring system adjacent to the double bond is disubstituted. The chemiluminescent compounds are useful alone or within compositions containing a cationic aromatic compound in methods for producing chemiluminescence. The chemiluminescent reactions can be applied in assays for phosphatase enzymes and in assays employing enzyme-labeled specific binding pairs.
Claims13
A compound having the formula:
- ##STR9## wherein Z.sup.1 is a group selected from OR.sup.3 and SR.sup.3 and R.sup.3 is selected from substituted or unsubstituted alkyl, substituted or unsubstituted aryl, and substituted or unsubstituted aralkyl groups, R.sup.1 and R.sup.2 are independently selected from substituted or unsubstituted alkyl and which can be combined to form a cycloalkyl group, substituted or unsubstituted aryl, and substituted or unsubstituted aralkyl, and M is selected from H and a cation selected from alkali metal ions, alkaline earth ions, ammonium, quaternary ammonium, quaternary phosphonium ions, dicationic ammonium or phosphonium compounds and polymeric compounds with multiple cationic groups.
A compound having the formula:
- ##STR13## wherein Z.sup.1 is a group selected from OR.sup.3 and SR.sup.3, R.sup.3 is selected from substituted or unsubstituted alkyl, substituted or unsubstituted aryl, and substituted or unsubstituted aralkyl groups, R.sup.1 and R.sup.2 are independently selected from substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted aralkyl groups and wherein R.sup.1 and R.sup.2 can be joined to form a substituted or unsubstituted cycloalkyl group, R.sup.4 is a group selected from a trialkylsilyl group, an alkyldiarylsilyl group, an alkylcarbonyl group and an arylcarbonyl group, one R.sup.5 group is protecting group selected from substituted alkyl, trialkylsilyl, alkyldiarylsilyl and aralkyl groups, the other R.sup.5 group is selected from substituted alkyl, trialkylsilyl, alkyldiarylsilyl and aralkyl groups or an alkali metal ion.
Dependencies are inferred from the claim text.