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US 6,583,168 B1Granted
Sulfonated diarylrhodamine dyes
AssigneeApplera Corporation
InventorsSteven M. Menchen, Scott C. Benson, Joe Y. L. Lam, Weiguo Zhen, Daqing Sun, Barnett B. Rosenblum, Shaheer H. Khan, Meng Taing
Life of this patent
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Abstract
Sulfonated diarylrhodamine compounds are useful as fluorescent labels of nucleosides, nucleotides, polynucleotides, and polypeptides. The compounds find particular application in the area of fluorescent nucleic acid analysis, e.g., automated DNA sequencing and fragment analysis, detection of probe hybridization in hybridization arrays, detection of nucleic acid amplification products, and the like.
Claims23
Sulfonated diarylrhodamine compounds having the structures:
- wherein R2, R2′, R12 and R12′ is hydrogen, C1-C12 alkyl, C1-C12 alkyldiyl, phenyl, substituted phenyl, benzyl, substituted benzyl, biphenyl, substituted biphenyl, naphthyl, substituted naphthyl, heterocycle, substituted heterocycle, water-solubilizing group or linking moiety;
- and
- R1, R3, R4, R5, R6, R8, R9, R10, R11, R13, R14, R15, R16, R17, R18, R19, R20, and R21 is hydrogen, fluorine, chlorine, C1-C8 alkyl, carboxylate, sulfate, sulfonate, alkylsulfonate, aminomethyl (—CH2NH2), aminoalkyl, 4-dialkylaminopyridinium, hydroxymethyl (—CH2OH), methoxy (—OCH3), hydroxyalkyl (—ROH), thiomethyl (—CH2SH), thioalkyl (—RSH), alkylsulfone (—SO2R), arylthio (—SAr), arylsulfone (—SO2Ar), sulfonamide (—SO2NR2), alkylsulfoxide (—SOR), arylsulfoxide (—SOAr), amino (—NH2), ammonium (—NH3+), anildo (—CONR2), nitrile (—CN), C1-C8 alkoxy (—OR), phenoxy, phenolic, tolyl, phenyl, aryl, benzyl, heterocycle, phosphonate, phosphate, quaternary amine, sulfate, polyethyleneoxy, water-solubilizing group, or linking moiety;
- with the proviso that at least one of R1, R3, R4, R5, R6, R8, R9, R10, R11, R13, R14, R15, R16, R17, R18, R19, R20, and R21 is sulfonate.
1 more element
Dependencies are inferred from the claim text.