Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1992-03-30
1994-08-16
Raymond, Richard L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
436501, 530409, 544355, 546 61, 546 79, 546 93, 546102, 546107, 546108, 546112, 546147, 546170, 5483094, C07D21902, C07D21904
Patent
active
053388470
ABSTRACT:
Described are a class of chemiluminescent compound characterized by the presence an aryl ester, thioester or amide of a carboxylic acid substituted heterocyclic ring that is susceptible to chemical attack (such as by oxidic attack) to dissociate the heterocyclic ring to a transient compound. The heterocyclic ring is ring carbon-bonded to the carbonyl of the ester, thioester and amide moiety and possesses a heteroatom in an oxidation state that allows chemiluminescence by dissociating a compound ("intermediate") that decays to produce chemiluminescence, at the carbon bonded to the carbonyl. The aryl ring or ring system is ring carbon-bonded to the oxygen, sulfur or nitrogen of the ester, thioester or amide, as the case may be, and contains at least three substituents on a six-member ring. The substitution on the six-member ring comprises three or more groups acting in concert to sterically and electronically hinder hydrolysis of the ester, thioester or amide linkage. Significant to this invention is the presence of diortho electron donating substitution on the aryl unit in conjunction with meta and/or para substituents that possess a specific level of electron withdrawing capacity. That specific level of electron withdrawing capacity is a .sigma..sub.p value greater than 0 and less than 1. In addition, there is the presence of an adduct affixed at the carbon atom of the heterocyclic ring to which the ester, thioester or amide carbonyl carbon is directly bonded.
Also in accordance with the present invention are conjugates of the labeling composition, assay systems utilizing the conjugates, and assay kits incorporating such chemiluminescent labels.
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patent: 4950613 (1990-08-01), Arnold et al.
patent: 5110932 (1992-05-01), Law et al.
London Diagnostics, Inc.
Raymond Richard L.
Skoler George A.
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