Abstract: The invention is directed to labeled drug hapten analogues comprising:(A) a label, of the type used in immunoassays, having an amine or sulfhydryl group;(B) a drug hapten nucleus selected from barbiturates or hydantoins and(C) a linking chain linking the 3-position of the drug hapten nucleus to the label through a carbonyl bridge.

Abstract: The invention is directed to an immunoassay for a thyronine derivative comprising:A. contacting a liquid sample, containing a thyronine derivative, with a labeled thyronine hapten analogue of the derivative in the presence of antibodies for the thyronine derivative under conditions that promote the formation of antibody-thyronine immunocomplexes; andB. determining the bound or unbound quantity of the thyronine derivative in the liquid; characterized in that the labeled thyronine derivative comprises:(i) a label, of the type used in immunoassays, having an amine or sulfhydyl group;(ii) a thyronine nucleus and(iii) a linking chain linking the label to the thyronine nucleus.

Abstract: A biologically active reagent is prepared by reacting a biologically active substance covalently to a polymeric particle having pendant aldehyde groups. Such groups are provided by a polymerizable monomer represented by the structure: ##STR1## wherein Ar is arylene, R and R.sup.1 are independently hydrogen, halo or lower alkyl, R.sup.2 and R.sup.3 are independently alkylene of 1 to 4 carbon atoms in the chain, R.sup.4 is arylene, m is 0 or 1, and n is an integer of 1 to 4. These reagents can be used in a variety of specific binding and affinity purification methods, and in both solution assays and dry analytical elements.

Abstract: Useful materials for diagnostic tests, affinity chromatography, enzymatic reactions and immunoassays are prepared by covalently attaching reactive compounds containing reactive amino or sulfhydryl groups to polymeric particles having pendant carboxyl groups on the outer surfaces. Such reactive compounds include biologically reactive species, such as enzymes, polypeptides and proteins. This attachment is carried out using carbamoylonium compounds which react with the carboxyl groups to form intermediate reactive groups which then react with the amino or sulfhydryl groups to form a covalent linkage between particle and reactive compound. A kit comprises polymeric particles having carboxyl groups on the outer surfaces, and a carbamoylonium compound.

Abstract: What is disclosed is a ligand analog comprising a dicarboxylic acid oxidation product of a immunologically reactive mono-or a polysaccharide having vicinal diols, to which a label or a support is appended through an amide or thioester linkage.

Abstract: Reagents have been prepared from water-insoluble polymeric particles to which are covalently attached avidin, biotin or an avidin or biotin derivative. The polymeric particles comprise a polymer on at least the outer surface which is derived from at least one ethylenically unsaturated monomer having a reactive activated 2-substituted ethylsulfonyl, vinylsulfonyl or active halogen atom. Covalent attachment of avidin, biotin or an avidin or biotin derivative is effected either directly or indirectly through these reactive groups. The resulting reagent is useful in analytical elements and various analytical methods including agglutination and sandwich assays. The immobilized avidin, biotin or derivative can be used to complex with the corresponding biotin or avidin molecule which may be conjugated to a compound of biological interest.

Abstract: Biologically active reagents are prepared from particles of copolymers having highly active succinimid groups. The reagents are prepared by covalently attaching biologically active substances, for example antibodies, to the particles, directly or indirectly through amide groups by displacement of highly active succinimid groups on the particle surface. These reagents are used to advantage in analytical elements, methods for the detection of specific binding ligands (such as immunological species) and immunoassays, and in purification methods such as affinity chromatography.

Abstract: The invention is directed to labeled drug hapten analogues comprising:(A) a label, of the type used in immunoassays, having an amine or sulfhydryl group;(B) a drug hapten nucleus selected from barbiturates or hydantoins and(C) a linking chain linking the 3-position of the drug hapten nucleus to the label through a carbonyl bridge.

Abstract: The invention is directed to new drug hapten analogues comprising:(A) an active ester group;(B) a drug hapten nucleus selected from a hydantoin nucleus or a barbiturate nucleus and(C) a linking chain linking the 3-position of the drug hapten nucleus to the active ester group.

Abstract: Specific binding methods are used for diagnostic assays and purification separations whereby the specific binding capture reagent is prepared from copolymers having highly reactive carboxy groups. These groups are extended from the polymer surface with a linking group having from 8 to 50 atoms in the chain and two or more alkylene, arylene, alkylenearylene or arylenealkylene groups. To these reactive groups is attached a biologically active substance such as a protein or oligonucleotide which then participates in the diagnostic assays or purification separation methods.

Abstract: Water-insoluble, noncrosslinking, nonporous copolymers are provided which have recurring units derived from:(a) from 0 to about 99.9 mole percent of one or more ethylenically unsaturated polymerizable oleophillic monomers which provide hydrophobicity to said copolymer, provided that none of said monomers are crosslinking monomers,(b) from about 0.1 to 100 mole percent of one or more ethylenically unsaturated polymerizable monomers having a succinimidoxycarbonyl group, and(c) from 0 to about 10 mole percent of one or more ionic or polar hydrophilic ethylenically unsaturated polymerizable monomers. These copolymers have a variety of uses, including diagnostic assays.

Abstract: A water-insoluble immunoreactive reagent is prepared from a polymeric particle composed of a polymer derived from at least one ethylenically unsaturated polymerizable monomer having either pendant activated 2-substituted ethylsulfonyl or vinylsulfonyl groups. The interior of the particle is substantially free of detectable tracer material. The particle is covalently attached through the pendant groups to an immunological species which is capable of participating in an immunological reaction to complex with a corresponding receptor. This immunoreactive reagent can be incorporated in elements for use in immunoassays. In addition, they can be used in various immunological methods, including agglutination, sandwich and competitive binding assays where at least one immunological species is insolubilized.

Abstract: Amine-enriched proteins, having an increased isoelectric point are provided by reacting a naturally occurring protein with an amide bond forming agent in the presence of a polyamine or a salt thereof. Such amine-enriched proteins such as enzymes are useful as labels in immunoassays.

Abstract: Useful materials for diagnostic tests, affinity chromatography, enzymatic reactions and immunoassays are prepared by covalently attaching reactive compounds containing reactive amino or sulfhydryl groups to polymeric particles having pendant carboxyl groups on the outer surfaces. Such reactive compounds include biologically reactive species, including enzymes, polypeptides and proteins. This attachment is carried out using specific carbamoylonium compounds, namely certain 1-(1-pyrrolidinylcarbonyl)pyridinium salts. These compounds react with the carboxyl groups on the particles to form intermediate reactive groups which then react with the amino or sulfhydryl groups to form a covalent linkage between particle and reactive compound. A kit comprises polymeric particles having carboxyl groups on the outer surfaces, and a 1-(1-pyrrolidinylcarbonyl)pyridinium salt.

Abstract: Biologically active reagents are prepared from particles of copolymers having highly reactive carboxy or equivalent groups. The reagents are prepared by covalently attaching biologically active substances, for example antibodies, to the particles, directly or indirectly through highly reactive carboxy groups on the particle surface. These reagents are used to advantage in analytical elements, methods for the detection of specific binding ligands (such as immunological species) and immunoassays, and in purification methods as affinity chromatography reagents.

Abstract: A water-insoluble polymeric particle has an inner core comprising a detectable tracer material distributed in a first polymer for which the tracer material has a high affinity. This first polymer has a glass transition temperature (Tg.sub.1) less than about 100.degree. C. The particle also has an outer shell comprising a second polymer for which the tracer material has substantially less affinity relative to said first polymer. This second polymer has a glass transition temperature (Tg.sub.2) which is greater than or equal to the term [Tg.sub.1 -10.degree. C.]. It also contains groups which are either reactive with free amino or sulfhydryl groups of an immunoreactive species or which can be activated for reaction with such groups. Such a species can be covalently attached to this particle to form an immunoreactive reagent which is useful in analytical elements and various analytical methods including immunological methods, for example, agglutination assays.

Abstract: Fluorescent labels comprise a polysaccharide bound to a polymeric particle which contains a fluorescent rare earth chelate. These labels can be attached to any of a variety of physiologically reactive species to provide labeled species which have improved stability in aqueous solutions. The labeled species are particularly useful in specific binding assays to determine an immunologically reactive ligand, e.g. a hapten, in either solution or dry analytical techniques.

Abstract: A heterogeneous, competitive binding immunoassay for either phenytoin or phenobarbital is conducted with a labeled conjugate comprising a derivative of hydantoin and a label. The hydantoin derivative is 5-ethyl,5-phenyl hydantoin and it is linked to the label (e.g. an enzyme) with a linkage derived from an aliphatic monocarboxylic acid. The immunoassay can be carried out either in solution or with a dry analytical element.

Abstract: Vesicles comprising a matrix of lipid membranes prepared from lipid materials are useful in biomedical studies and immunoassays. A labeled species is encapsulated within the vesicles and released when the vesicles are lysed with a surface active agent. The outer surface of the vesicles is essentially free of the labeled species. Immunoassays can be carried out in solution or with a dry analytical element.

Abstract: Fluorescent labels comprise a polysaccharide bound to a polymeric particle which contains a fluorescent rare earth chelate. These labels can be attached to any of a variety of physiologically reactive species to provide labeled species which have improved stability in aqueous solutions. The labeled species are particularly useful in specific binding assays to determine an immunologically reactive ligand, e.g. a hapten, in either solution or dry analytical techniques.