Ultra bright dimeric or polymeric dyes with spacing linker groups
Compounds useful as fluorescent or colored dyes are disclosed. The compounds have the following structure (I): or a stereoisomer, tautomer or salt thereof, wherein R 1 , R 2 , R 3 , R 4 , R 5 , L 1 , L 2 , L 3 , L 4 , M, m and n are as defined herein. Methods associated with preparation and use of such compounds are also provided.
1. A fluorescent compound comprising Y number of fluorescent moieties M, wherein each of the fluorescent moieties M independently having one of the following structures:
wherein:
each M is covalently bound to at least one other M by a linker comprising L 1 , L 2 , L 3 and a polyethylene oxide, wherein the polyethylene oxide having the following structure:
L 1 , L 2 and L 3 are each independently alkylene or heteroalkylene;
m is an integer from 2 to 10;
z is an integer from 2 to 30; and
each independently indicates a point of attachment to L 1 , L 2 or L 3 ,
wherein the fluorescent compound has a peak fluorescence emission upon excitation with a predetermined wavelength of ultraviolet light of at least 85% of Y times greater than the peak fluorescence emission of a single M moiety upon excitation with the same wavelength of ultraviolet light, and wherein Y is an integer of 2 to 10, and the single M moiety is an M moiety not covalently bound to the polyethylene oxide having the following structure:
2. The fluorescent compound of claim 1 , having a peak fluorescence emission of at least 90% of Y times greater than the peak fluorescence emission of a single M moiety.
3. The fluorescent compound of claim 1 , having a peak fluorescence emission of at least 95% of Y times greater than the peak fluorescence emission of a single M moiety.
4. The fluorescent compound of claim 1 , having a peak fluorescence emission of at least 97% of Y times greater than the peak fluorescence emission of a single M moiety.
5. The fluorescent compound of claim 1 , having a peak fluorescence emission of at least 99% of Y times greater than the peak fluorescence emission of a single M moiety.
6. The fluorescent compound of claim 1 , wherein the peak fluorescence emission is at a wavelength ranging from about 500 to about 550 nm.
7. A composition comprising the fluorescent compound of claim 1 and an analyte.
8. The fluorescent compound of claim 1 , wherein the fluorescent compound further comprises a covalent bond to a nucleic acid, amino acid or a polymer thereof, or an antibody, cell surface receptor antagonist, enzyme, receptor, receptor ligand, antibody, glycoprotein, aptamer or prion.
9. The fluorescent compound of claim 1 , wherein z is 3.
10. The fluorescent compound of claim 1 , wherein z is 6.
11. The fluorescent compound of claim 1 , wherein z is an integer from 20 to 25.
12. The fluorescent compound of claim 1 , wherein m is an integer from 2 to 5.
13. The fluorescent compound of claim 1 , wherein the fluorescent compound further comprises a covalent bond to a nucleic acid sequence.
14. The fluorescent compound of claim 13 , wherein the nucleic acid sequence is a DNA sequence.
15. The fluorescent compound of claim 1 , wherein the fluorescent compound further comprises a covalent bond to an antibody.