Hemicyanine dyes
AssigneeLI-COR, Inc.
InventorsSilvano Sanchini, Rose Skopp, Vassil Elitzin, Nisha Padhye, Teresa Urlacher
Life of this patent
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Abstract
The present disclosure embodies compounds of Formula I, methods of use thereof, and kits thereof: that are useful in connection with the detection of analytes of all types (e.g., biological molecules such as proteins, organic molecules, natural or synthetic molecules). The disclosure is particularly applicable to detection of proteins and nucleic acids using all types of membrane-based assays by techniques such as Western blotting, Dot blotting, Southern blotting, and Northern blotting.
Claims19
A compound having Formula I:
- wherein R1, R2, R3, R4, R5 and R6 are each a member independently selected from the group consisting of hydrogen, alkyl, alkenyl, halo, hydroxyl, alkoxy, amino, cyano, carboxyl, carboxylate, alkoxycarbonyl, amido, sulfonato, alkoxyalkyl, carboxyalkyl, alkoxycarbonylalkyl, sulfonatoalkyl, a functional group for conjugation to a biomolecule, and R7B, wherein R7 is the resultant attachment between the compound and a biomolecule;
- B is a biomolecule selected from the group consisting of a protein, a peptide, a hormone, an antibody or a fragment thereof, an antigen, a hapten, an avidin, a streptavidin, a carbohydrate, a carbohydrate derivative, an oligosaccharide, a polysaccharide, a nucleic acid, a deoxynucleic acid, a fragment of DNA, a fragement of RNA, a nucleotide triposphatase, an acyclo terminator triphosphatase, and a peptide nucleic acid (PNA);
- x, y and z are each an integer independently selected from 1-10;
- and
- X is hydrogen or a metal cation, wherein said compound has a balanced charge, wherein in Formula I, at least one of R1, R2, R3, R4, R5 and R6 is a functional group for conjugation, which is a member selected from the group consisting of a maleimide, an activated acyl, an activated ester, N-hydroxysuccinimidyl, a hydrazine, a hydrazide, a hydrazone, an azide, an alkyne, an aldehyde, a thiol, and protected groups thereof for conjugation or is R7B.
A kit for staining a protein in a sample, the kit comprising:
- a) a compound or dye:
- of Formula I(a) :
- wherein R1, R2, R3, and R4 are each hydrogen;
- R5 is a member selected from the group consisting of hydrogen, alkyl, alkenyl, halo, hydroxyl, alkoxy, amino, cyano, carboxyl, carboxylate, alkoxycarbonyl, amido, sulfonato, alkoxyalkyl, carboxyalkyl, alkoxycarbonylalkyl, and sulfonatoalkyl carboxylate and sulfonato;
- R6 is sulfonato;
- x and y are each 2;
- z is an integer selected from 3 or 4;
- and
- X is hydrogen or a metal cation, wherein said compound or dye has a balanced charge;
- and
- b) instructions for combining said compound or dye of Formula I(a) with a sample containing a protein;
- said instructions comprising:
- i) combining the sample with a staining mixture that contains said compound or dye of Formula I(a) to form a combined mixture;
- and
- ii) incubating the combined mixture for a time sufficient for the dye or compound in the staining mixture to associate with the protein in the sample mixture to form a dye-protein complex that gives a detectable optical response upon illumination.
A compound having Formula I(a):
- wherein R1, R2, R3, and R4 are each hydrogen or alkyl;
- R5 is a member selected from the group consisting of hydrogen, alkyl, alkenyl, halo, hydroxyl, alkoxy, amino, cyano, carboxyl, carboxylate, alkoxycarbonyl, amido, sulfonato, alkoxyalkyl, carboxyalkyl, alkoxycarbonylalkyl, and sulfonatoalkyl carboxylate and sulfonato;
- R6 is sulfonato;
- x and y are each 2;
- z is an integer selected from 3 or 4;
- and
- X is hydrogen or a metal cation, wherein said compound has a balanced charge.
A compound having the formula:
- wherein R5 is a member selected from the group consisting of:
- wherein n and p are each independently 0, 1, 2 or 3.
A compound having the formula:
Dependencies are inferred from the claim text.