Asymmetric benzoxanthene dyes

Details Asymmetric benzoxanthene dyes Asymmetric benzoxanthene dyes

2007-02-20

2007-02-20

Fredman, Jeffrey (Department: 1637)

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

C549S223000, C549S224000

Reexamination Certificate

active

10656826

ABSTRACT:
A class of asymmetric monobenzoxanthene compounds useful as fluorescent dyes are disclosed having the structurewherein Y1and Y2are individually hydroxyl, amino, imminium, or oxygen, R1–R8are hydrogen, fluorine, chlorine, alkyl, alkene, alkyne, sulfonate, amino, amido, nitrile, alkoxy, linking group, and combinations thereof, and R9is acetylene, alkane, alkene, cyano, substituted phenyl, and combinations thereof. The invention further includes novel intermediate compounds useful for the synthesis of asymmetric benzoxanthene compounds having the general structurewhere substituents R3–R7correspond to like-referenced substituents in the structure of described above, and Y2is hydroxyl or amine. In another aspect, the invention includes methods for synthesizing the above dye compounds and intermediates. In yet another aspect, the present invention includes reagents labeled with the asymmetric benzoxanthene dye compounds, including deoxynucleotides, dideoxynucleotides, phosphoramidites, and polynucleotides. In an additional aspect, the invention includes methods utilizing such dye compounds and reagents including dideoxy polynucleotide sequencing and fragment analysis methods.

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