4,7-dichlororhodamine dyes

Details 4,7-dichlororhodamine dyes 4,7-dichlororhodamine dyes

1998-11-12

2000-01-25

Kight, John

Chemistry: molecular biology and microbiology

Measuring or testing process involving enzymes or...

Involving nucleic acid

536 221, 549227, 549356, 549381, 549385, C07D31188, C12Q 168, C07H 1900

Patent

active

060177128

ABSTRACT:
A class of 4,7-dichlororhodamine compounds useful as fluorescent dyes are disclosed having the structure ##STR1## wherein R.sub.1 -R.sub.6 are hydrogen, fluorine, chlorine, lower alkyl, lower alkene, lower alkyne, sulfonate, sulfone, amino, amido, nitrile, lower alkoxy, linking group, or combinations thereof, or, when taken together, R.sub.1 and R.sub.6 is benzo, or, when taken together, R.sub.4 and R.sub.5 is benzo; Y.sub.1 -Y.sub.4 are hydrogen or lower alkyl, or, when taken together, Y.sub.1 and R.sub.2, Y.sub.2 and R.sub.1 Y.sub.3 and R.sub.3, or Y.sub.4 and R.sub.4 is propano, ethano, or substituted forms thereof; and X.sub.1 -X.sub.3 taken separately are selected from the group consisting of hydrogen, chlorine, fluorine, lower alkyl, carboxylate, sulfonic acid, --CH.sub.2 OH, and linking group. In another aspect, the invention includes reagents labeled with the 4,7-chlororhodamine dye compounds, including deoxynucleotides, dideoxynucleotides, 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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Ioffe et al. "Studies in the Field of Rhodamine Dyes and Compounds Related to Them, Diacetyl Derivatives of Rhodamine and Rhodol; the Structure of the Colorless Forms of Fluorane Dyes,"Zhurnal Organicheskoi Khimii 1(2):336-339 (Feb., 1965).
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