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US 12,018,117 B2Granted
Polymer dye modification and applications
AssigneeBeckman Coulter, Inc.
InventorsArunkumar Easwaran, Sergei Gulnik, Massimiliano Tomasulo
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Abstract
Water-soluble photoactive polymers, included polymer tandem dyes, as described as well as methods for their preparation and use. The photoactive polymers can be prepared by direct modification of core polymers (e.g., violet excitable polymers) with dyes or other functional groups. Methods of detecting analytes using the polymers are also described.
Claims24
A conjugated polymer according to Formula I:
- wherein:
- each A is independently selected from the group consisting of an aromatic co-monomer and a heteroaromatic co-monomer;
- each L1 is a linker moiety selected from the group consisting of a C1-8 alkylene, 2- to 8-membered heteroalkylene, and a chain of between 2 and 100 backbone atoms in length, wherein the chain comprises a linear chain, a branched chain, and/or a cyclic moiety;
- each L2 and L3 are independently linker moieties;
- each W is independently a water-solubilizing moiety;
- each E is an independently selected chromophore, functional moiety, or binding agent, wherein the functional moiety is a biotin, a digoxigenin, a peptide tag, an oligonucleotide, or a polynucleotide, and
- wherein the binding agent is selected from the group consisting of a protein, antibody, antibody fragment, small organic molecule, carbohydrate, polysaccharide, oligonucleotide, polynucleotide, lipid, affinity ligand, and aptamer;
- each B is independently selected from the group consisting of an aromatic co-monomer, a heteroaromatic co-monomer, a bandgap-modifying monomer, optionally substituted ethylene, and optionally substituted ethynylene;
- G1 and G2 are independently selected from an unmodified polymer terminus and a modified polymer terminus;
- subscripts n and m are independently integers ranging from 1 to 10,000,
- subscript p is an integer ranging from 0 to 10,000, and
- the sum of subscripts n, m, and p ranges from 2 to 10,000;
- subscript q is 1, 2, 3, or 4;
- subscript r is 1, 2, 3, or 4;
- subscript s is 0, 1, 2, or 3;
- subscript t is 1 or 2;
- the sum of subscript r and s ranges from 1 to 4;
- and
- A and B are distributed randomly or non-randomly in the conjugated polymer.
16 more elements
A method of making a conjugated polymer characterized by having the structure of Formula II:
- the method comprising converting a conjugated polymer according to Formula Ha:
- to the polymer according to Formula IL, wherein:
- A is a fluorescent monomer;
- L1a and L2 are linker moieties;
- W is a water-solubilizing moiety;
- each E is an independently selected chromophore;
- each B is independently selected from the group consisting of an aromatic co-monomer, a heteroaromatic co-monomer, a bandgap-modifying monomer, optionally substituted ethylene, and optionally substituted ethynylene;
- G1 and G2 are independently selected from an unmodified polymer terminus and a modified polymer terminus;
- R1 is selected from the group consisting of H and an amine protecting group;
- subscripts n and m are independently integers ranging from 1 to 10,000,
- subscript p is an integer ranging from 0 to 10,000, and
- the sum of subscripts n, m, and p ranges from 2 to 10,000;
- subscript q is 1, 2, 3, or 4;
- subscript r is 1, 2, 3, or 4;
- subscript s is 0, 1, 2, or 3;
- subscript t is 1 or 2
- the sum of subscript r and s ranges from 1 to 4;
- and
- A and B are distributed randomly or non-randomly in the fluorescent polymer.
16 more elements
Dependencies are inferred from the claim text.