Phthalocyanine dyes
First Claim
Patent Images
1. A phthalocyanine dye comprising a luminescent fluorophore moiety having at least one silicon containing an aqueous-solubilizing moiety, wherein said phthalocyanine dye has a core atom selected from the group consisting of Si, Ge, Sn, and Al;
- wherein said phthalocyanine dye exists as a single core isomer, essentially free of other isomers; and
has a reactive or activatible group.
6 Assignments
0 Petitions
Accused Products
Abstract
Fluorescent dyes are disclosed which are useful as reporter groups for labeling biomolecules. The silicon phthalocyanine dyes disclosed are preferably water soluble, isomericly pure, possess high quantum yield, and are useful in bioassays.
-
Citations
38 Claims
-
1. A phthalocyanine dye comprising a luminescent fluorophore moiety having at least one silicon containing an aqueous-solubilizing moiety, wherein said phthalocyanine dye has a core atom selected from the group consisting of Si, Ge, Sn, and Al;
- wherein said phthalocyanine dye exists as a single core isomer, essentially free of other isomers; and
has a reactive or activatible group. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 37, 38)
- wherein said phthalocyanine dye exists as a single core isomer, essentially free of other isomers; and
-
25. A process for making a dye-labeled biomolecule, said method comprising:
-
contacting a biomolecule and an optional activating reagent with a compound having the formula;
wherein;
L is a member selected from the group consisting of a direct link, or a covalent linkage, wherein said covalent linkage is linear or branched, cyclic or heterocyclic, saturated or unsaturated, having 1-60 atoms selected from the group consisting of C, N, P, O, and S, wherein L can have additional hydrogen atoms to fill valences, wherein said linkage contains any combination of ether, thioether, amine, ester, carbamate, urea, thiourea, oxy or amide bonds;
or single, double, triple or aromatic carbon-carbon bonds;
or phosphorus-oxygen, phosphorus-sulfur, nitrogen-nitrogen, nitrogen-oxygen, or nitrogen-platinum bonds;
or aromatic or heteroaromatic bonds;
Q is a reactive or an activatible group;
R2, R3, R7, and R8 are each independently selected from optionally substituted alkyl, and optionally substituted aryl;
R4, R5, R6, R9, R10, and R11, if present, are each members independently selected from the group consisting of hydrogen, optionally substituted alkyl, optionally substituted alkanoyl, optionally substituted alkoxycarbonyl, optionally substituted alkylcarbamoyl, and a chelating ligand wherein at least one of R4, R5, R6, R9, R10, and R11 comprises a water soluble group;
R12, R13, R14, R15, R16 R17, R18, R19, R20, R21, R22 and R23 are each members independently selected from the group consisting of hydrogen, halogen, optionally substituted alkylthio, optionally substituted alkylamino and optionally substituted alkoxy, or in an alternative embodiment, at least one of i) R13, R14, and the carbons to which they are attached, or ii) R17, R18, and the carbons to which they are attached, or iii) R21, R22 and the carbons to which they are attached, join to form a fused benzene ring; and
X2 and X3 are each members independently selected from the group consisting of C1-C10 alkylene optionally interrupted by a heteroatom, for sufficient time, thereby making a dye-labeled biomolecule. - View Dependent Claims (26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36)
-
Specification