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US 8,772,487 B2Granted
Fluorogenic hydrazine-substituted compounds
AssigneeLife Technologies Corporation
InventorsAimei Chen, Kyle Gee, Hee Chol Kang
Life of this patent
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Abstract
The present disclosure is directed to fluorogenic schiff base-forming dyes capable of detecting analytes containing aldehyde and ketone groups. The dyes contain nucleophilic hydrazinyl appendages and are capable of binding and detecting analytes in situ.
Claims8
A kit for detecting an analyte in a sample, wherein the analyte contains an aldehyde group or a ketone group, wherein the kit comprises:
- a compound of Formula I that binds the analyte:
- or a stereoisomer, tautomer, hydrate, solvate, or salt thereof;
- wherein,
- X is H;
- R1 is selected from the group consisting of H, alkyl and substituted alkyl;
- R2, R4, R5, R6, R7, R8, R9 and R10 are each independently selected from the group consisting of H, alkyl, substituted alkyl, alkoxy, substituted alkoxy, acyl, acylamino, acyloxy, amino, substituted amino, aminocarbonyl, aminothiocarbonyl, aminocarbonylamino, aminothiocarbonylamino, aminocarbonyloxy, aminosulfonyl, aminosulfonyloxy, aminosulfonylamino, amidino, carboxyl, carboxyl ester, (carboxyl ester)amino, (carboxyl ester)oxy, cyano, halo, hydroxy, nitro, SO3−, sulfonyl, substituted sulfonyl, sulfonyloxy, thioacyl, thiol, alkylthio, substituted alkylthio, aryl, substituted aryl, heteroaryl, substituted heteroaryl, cycloalkyl, substituted cycloalkyl, heterocyclyl, and substituted heterocyclyl;
- R3 is selected from the group consisting of alkoxy, substituted alkoxy, amino, substituted amino, hydrazinyl, alkyl, substituted alkyl, acyl, acylamino, acyloxy, aminocarbonyl, aminothiocarbonyl, aminocarbonylamino, aminothiocarbonylamino, aminocarbonyloxy, aminosulfonyl, aminosulfonyloxy, aminosulfonylamino, amidino, carboxyl, carboxyl ester, (carboxyl ester)amino, (carboxyl ester)oxy, cyano, halo, hydroxy, nitro, SO3−, sulfonyl, substituted sulfonyl, sulfonyloxy, thioacyl, thiol, alkylthio, substituted alkylthio, aryl, substituted aryl, heteroaryl, substituted heteroaryl, cycloalkyl, substituted cycloalkyl, heterocyclyl, and substituted heterocyclyl;
- or
- R2 and R3, R3 and R4, or R2, R3 and R4 are taken together to form a fused heterocyclyl group, a fused substituted heterocyclyl group, a fused aryl group, a fused substituted aryl group, a fused heteroaryl group or a fused substituted heteroaryl group;
- and
- instructions for detecting the analyte comprising the steps of:
- contacting the sample with the compound;
- incubating the sample and the compound for a sufficient amount of time to form a complex between the compound and analyte;
- illuminating the complex with an appropriate wavelength to form an illuminated complex;
- and
- detecting emissions from the illuminated complex;
- wherein the hydrate or solvate thereof is a hydrate or solvate of an aqueous solution, an aqueous miscible solution, or a water-miscible organic solvent.
14 more elements
Dependencies are inferred from the claim text.