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US 12,649,853 B2Granted
Labels comprising dibromopyridazinediones for immunoassays and methods of production and use thereof
AssigneeSiemens Healthcare Diagnostics Inc.
InventorsYali Yang, David Wen, Bogdan Draghici, Yi Feng Zheng, Raphael Bartz, Qingping Jiang, Roland Janzen, Joshua Whalen, Ling Ngo, William Bedzyk
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Abstract
Labels that include dibromopyridazinedione attached to signal molecules are disclosed, along with methods of producing and using same. Also disclosed are conjugates of the label attached to an analyte-specific binder, as well as methods of producing and using same. Kits containing the labels and/or conjugates are also disclosed, along with microfluidics devices containing same.
Claims20
A label:
- of Formula I:
- wherein:
- “A” is a chemiluminescent compound having the structure of Formula IV:
- wherein:
- “R1” is selected from the group consisting of:
- an alkyl, alkenyl, alkynyl, or aralkyl group of 1 to 35 carbon atoms and 0 to 20 heteroatoms;
- a sulfopropyl or sulfobutyl group;
- and
- a group —Ra—Z, where Ra is a divalent radical selected from alkyl, alkenyl, alkynyl, aryl, or aralkyl group of 1 to 35 carbon atoms and 0 to 20 heteroatoms;
- “R2” is placed at one or more of positions C1 to C4, and each “R2” is independently selected from the group consisting of hydrogen, alkyl, OR, OH, SR, SH, NH2, and NR′R″, wherein R, R′, and R″ are each independently selected from the group consisting of an alkyl, alkenyl, alkynyl, aryl, and aralkyl group, wherein each group contains 0 to 20 heteroatoms;
- “R3” is placed at one or more of positions C5 to C8, and each “R3” is independently selected from the group consisting of hydrogen, alkyl, OR, OH, SR, SH, NH2, and NR′R″, wherein R, R′, and R″ are each independently selected from the group consisting of an alkyl, alkenyl, alkynyl, aryl, and aralkyl group, wherein each group contains 0 to 20 heteroatoms;
- “X” is oxygen or nitrogen;
- “Z” is omitted when “X” is oxygen and is SO2—Y when “X” is nitrogen;
- “Y” is a group selected from a halogenated or unhalogenated, branched or straight-chained alkyl group;
- a substituted or unsubstituted aryl group;
- and a heterocyclic ring group;
- wherein the “Y” group comprises 0 to 20 heteroatoms, and wherein the “Y” group further comprises a functional group that links to the spacer “B” of Formula I;
- and
- “A” is a counter ion selected from the group consisting of CH3SO4−, FSO3−, CF3SO4−, C4F9SO4−, CH3C6H4SO3−, a halide, CF3COO−, CH3COO−, and NO3−;
- “B” is a spacer selected from an alkyl, alkenyl, alkynyl, or aralkyl group, wherein the spacer contains 0 to 20 heteroatoms;
- and
- when n=1, “C” is a group comprising 1 to 40 carbon atoms and 0 to 20 heteroatoms.
19 more elements
Dependencies are inferred from the claim text.