Siemens Healthcare Diagnostics Gmbh

Bayer Corporation

Siemens Medical Solutions Diagnostic

Bayer Healthcare LLC

Chiron Diagnostics Corporation

Jiang, Qingping

Sharpe, David

Anand Natrajan

Qingping Jiang

David J Sharpe

Say-Jong Law

David Wen

Wen-Jee Wong

Todd B Sells

Guohan Yang

Hartmut Schroeder

Hana Lukinsky

James Costello

Marcus Baumann

Chariklia Sotiriou-Leventis

Adrian Waldner

Rolf Hilfiker

Alex Alder

George Henry Parsons

Jun Xi

Erika Schmidt

Paul Senn

Fritz Thommen

Stephen M Tirrell

Constance R McCudden

John P Kilroy

Peter B Connolly

Quingping Jiang

Hydrophilic, high quantum yield, chemiluminescent acridinium compounds with increased light output, improved stability, fast light emission and decreased non specific binding are disclosed. The chemiluminescent acridinium esters possess hydrophilic, branched, electron-donating functional groups at the C2 and/or C7 positions of the acridinium nucleus.

Hydrophilic high quantum yield acridinium esters with improved stability and fast light emission

The present invention provides compounds used in the synthesis of chemiluminescent acridinium compounds and methods of producing these compounds. Specifically, methods are provided for the N-alkylation of acridan compounds using alkylating reagents. Typically, these alkylating reagents comprise a protected sulfonate group protected with an acid-labile protecting group.

N-alkylation of acridans

The present invention relates to methods of enhancing chemiluminescence from a chemiluminescent label comprising contacting a chemiluminescent label with an acid in the presence of a degradable cationic surfactant and hydrogen peroxide followed by the addition of a base. Related kits containing such degradable cationic surfactant are also provided. The degradable cationic surfactant can compress light emission time of the chemiluminescent label to an extent that is comparable to or shorter than conventional surfactants. The degradable cationic surfactant can also increase chemiluminescence of the chemiluminescent label, providing increased light emission output that is comparable to conventional surfactants.

Degradable cationic surfactants and use thereof in enhancing chemiluminescence

Zwitterion-containing compounds for the modification of hydrophobic molecules to improve their solubility and/or to lower their non-specific binding as provided. The zwitterion-containing compounds may be suitable for modification of detectable labels such as biotin and fluorescein to improve their solubility. The zwitterion-containing compounds may also be useful for the preparation of conjugates of proteins, peptides and other macromolecules or for crosslinking molecules and/or macromolecules.

Zwitterionic reagents

Hydrophilic, chemiluminescent acridinium compounds containing zwitterions are disclosed. These acridinium compounds, when used as chemiluminescent labels in immunochemistry assays and the like, exhibit decreased non-specific binding to solid phases and provide increased assay sensitivity.

Zwitterion-containing acridinium compounds

A method is provided for N-alkylation of acridine compounds by reduction of acridines to corresponding acridans to improve the reactivity of the acridine nitrogen, and subsequent N-alkylation of the acridans in ionic liquid solvents to provide the corresponding acridinium compounds in high yield. This inventive process improves chemical conversion, and does not require the use of highly toxic alkylating agents, such as 1,3-propane sultone.

Synthesis of acridinium compounds by N-alkylation of acridans

A method is provided for N-alkylation of acridine compounds, typically with a 1,3- propane sultone alkylating reagent, in ionic liquid solvents to provide the corresponding acridinium compounds in high yield.

Facile N-alkylation of acridine compounds in ionic liquids

Chemiluminescent acridinium esters are provided which are fast light emitting and hydrolytically stable. The chemiluminescent acridinium esters are useful labels in assays for detecting or quantifying analytes.

Stable acridinium esters with fast light emission

Chemiluminescent acridinium compounds are used in homogeneous assays to determine the concentration of an analyte in a sample without strong acid or strong base treatment. The chemiluminescent acridinium compounds include acridinium esters with electron donating functional groups at the C2 and/or C7 position on the acridinium nucleus to inhibit pseudo-base formation, or acridinium sulfonamides with or without electron donating functional groups at the C2 and/or C7 position on the acridinium nucleus.

Applications of acridinium compounds and derivatives in homogeneous assays

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Manchester, NH, United States of America

Anand Natrajan