Hydrophilic chemilumescent acridinium labeling reagents

In accordance with the present invention, it has been discovered that introduction of hydrophilic sulfoalkyl substituents and/or hydrophilic linkers derived from homocysteic acid, cysteic acid, glycine peptides, tetraethylene oxide, and the like, offset the hydrophobicity of the acridinium ring syst...

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Main Authors Evangelista, Ramon, Garrity, Martha
Format Patent
LanguageEnglish
Published 02.08.2005
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Abstract In accordance with the present invention, it has been discovered that introduction of hydrophilic sulfoalkyl substituents and/or hydrophilic linkers derived from homocysteic acid, cysteic acid, glycine peptides, tetraethylene oxide, and the like, offset the hydrophobicity of the acridinium ring system to produce a more soluble label which can be attached to an antibody at higher loading before precipitation and aggregation problems are encountered. Additional compounds described herein contain linkers derived from short peptides and tetraethylene oxide which increase aqueous solubility due to hydrogen bonding with water molecules. The present invention also embraces reagents for multiple acridinium labeling for signal amplification composed of a peptide bearing several acridinium esters with sulfonate groups at regularly spaced intervals for increased solubility. The invention also embraces assays employing the above-described compounds.
AbstractList In accordance with the present invention, it has been discovered that introduction of hydrophilic sulfoalkyl substituents and/or hydrophilic linkers derived from homocysteic acid, cysteic acid, glycine peptides, tetraethylene oxide, and the like, offset the hydrophobicity of the acridinium ring system to produce a more soluble label which can be attached to an antibody at higher loading before precipitation and aggregation problems are encountered. Additional compounds described herein contain linkers derived from short peptides and tetraethylene oxide which increase aqueous solubility due to hydrogen bonding with water molecules. The present invention also embraces reagents for multiple acridinium labeling for signal amplification composed of a peptide bearing several acridinium esters with sulfonate groups at regularly spaced intervals for increased solubility. The invention also embraces assays employing the above-described compounds.
Author Garrity, Martha
Evangelista, Ramon
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References Boguslaski et al. (4380580) 19830400
(WO 00/31543) 20000600
Chen et al. (4427770) 19840100
(WO 98/54574) 19981200
Tiedemann et al. (3964870) 19760600
Maggio (4277437) 19810700
Ramakrishnan (5284952) 19940200
Law et al. (5110932) 19920500
Boguslaski et al. (4383031) 19830500
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International Search Report for PCT Application No. PCT/US03/25922.
McCapra (5321136) 19940600
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McCapra et al. (5284951) 19940200
McCapra et al. (5281712) 19940100
Maggio (4220450) 19800900
Law et al. (5656426) 19970800
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Snippet In accordance with the present invention, it has been discovered that introduction of hydrophilic sulfoalkyl substituents and/or hydrophilic linkers derived...
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Title Hydrophilic chemilumescent acridinium labeling reagents
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