Chemically reactive pyrenyloxy sulfonic acid dyes
First Claim
1. A fluorescent dye having the structure:
- ##STR9## wherein (a) at least one of R1, R2, R3, and R4 has the structure --O--R5 wherein R5 includes a chemically reactive functional group selected from the group consisting of --CH2 C(O)OCH3, --CH2 C(O)OH, --CH2 CON3, --CH2 CONHNH2, ##STR10## and --CH2 CONH(CH2)n NH2 where n is an integer from 1 to 10;
(b) at least one of R1, R2, R3, and R4 is selected from the group consisting of sulfonic acid and alkali salts of sulfonic acid; and
(c) all other of R1, R2, R3, and R4 are selected from the group consisting of a hydrogen and a hydroxyl group.
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Abstract
The invention relates to novel fluorescent dyes based on the following pyrenyloxy sulfonic acid structure: ##STR1## wherein at least one of R1, R2, R3, and R4 is --OCH2 C(O)OCH3, --OCH2 CON(O)H, --OCH2 CON3, --OCH2 CONHNH2, ##STR2## or --CH2 CONH(CH2)n NH2 where n is an integer from 1 to 10; at least one of R1, R2, R3, and R4 is sulfonic acid or alkali salts of sulfonic acid; and all other of R1, R2, R3, and R4 are hydrogen or a hydroxyl group. The new reagents contain functional groups typically found in biomolecules or polymers. The spectral properties of the fluorescent dyes are sufficiently different in wavelengths and intensity from fluorescein as to permit simultaneous use of both dyes with minimum interference. The dyes have narrower spectral band-widths and smaller Stokes'"'"' shifts than other reactive dyes with similar spectral properties, do not show appreciable sensitivity to pH, have higher solubilities in aqueous solvents and have good quantum yields and photostability.
129 Citations
9 Claims
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1. A fluorescent dye having the structure:
- ##STR9## wherein (a) at least one of R1, R2, R3, and R4 has the structure --O--R5 wherein R5 includes a chemically reactive functional group selected from the group consisting of --CH2 C(O)OCH3, --CH2 C(O)OH, --CH2 CON3, --CH2 CONHNH2, ##STR10## and --CH2 CONH(CH2)n NH2 where n is an integer from 1 to 10;
(b) at least one of R1, R2, R3, and R4 is selected from the group consisting of sulfonic acid and alkali salts of sulfonic acid; and (c) all other of R1, R2, R3, and R4 are selected from the group consisting of a hydrogen and a hydroxyl group. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9)
- ##STR9## wherein (a) at least one of R1, R2, R3, and R4 has the structure --O--R5 wherein R5 includes a chemically reactive functional group selected from the group consisting of --CH2 C(O)OCH3, --CH2 C(O)OH, --CH2 CON3, --CH2 CONHNH2, ##STR10## and --CH2 CONH(CH2)n NH2 where n is an integer from 1 to 10;
Specification