Patent · US Expired

Asymmetric benzoxanthene dyes

US6020481A · kind A · utility

119Cited by
11References
38Claims
0Family size

Assignee

Inventors

Key dates

Filing dateApr 1, 1996
Grant dateFeb 1, 2000
Priority date
Expiry dateApr 1, 2016

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC12Q1/6869
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

A class of asymmetric monobenzoxanthene compounds useful as fluorescent dyes are disclosed having the structure ##STR1## wherein Y.sub.1 and Y.sub.2 are individually hydroxyl amino, imminium, or oxygen, R.sub.1 -R.sub.8 are hydrogen, fluorine, chlorine, alkyl, alkene, alkyne, sulfonate, amino, amido, nitrile, alkoxy, linking group, and combinations thereof, and R.sub.9 is 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 structure ##STR2## where substituents R.sub.3 -R.sub.7 correspond to like-referenced substituents in the structure of described above, and Y.sub.2 is 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 p…

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.