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US 11,377,563 B2Granted
Ionic polymers comprising fluorescent or colored reporter groups
AssigneeSony Corporation
InventorsTracy Matray, Sharat Singh, Michael VanBrunt
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Abstract
Polymers comprising first and second fluorescent or colored moieties on the polymer backbone and two or more charged moieties on the polymer backbone between the first and second colored or fluorescent moieties are provided. The polymers are useful as fluorescent or colored dyes. Methods associated with preparation and use of such polymers are also provided.
Claims14
A polymer comprising:
- i) a backbone;
- ii) two or more positively charged moieties on the backbone;
- and
- iii) first and second colored or fluorescent moieties on the backbone,
- wherein the two or more positively charged moieties are in a position on the polymer backbone between the first and second colored or fluorescent moieties, and having the following structure (I):
- or a stereoisomer, salt or tautomer thereof, wherein:
- M is, at each occurrence, independently the fluorescent or colored moiety;
- P1 is, at each occurrence, independently one of the following structures:
- wherein:
- R is H or C1-C6 alkyl;
- x is an integer from 0 to 6;
- and
- m is an integer of 1 or greater, provided that m is selected such that P1 comprises at least two positively charged moieties;
- P2 is, at each occurrence, independently a section of the backbone to which the fluorescent or colored moiety is attached;
- L1 is at each occurrence, independently either:
- i) an optional alkylene, alkenylene, alkynylene, heteroalkylene, heteroalkenylene, heteroalkynylene or heteroatomic linker;
- or ii) a linker comprising a functional group capable of formation by reaction of two complementary reactive groups, wherein for at least one occurrence of L1, L1-M has one of the following structures:
- wherein L1a and L1b are each independently optional linkers;
- L2 is at each occurrence, independently absent, a section of the backbone or a linker linking P2 to R2 or P2 to R3;
- L3 is, at each occurrence, independently an optional linker linking P1 to P2;
- R2 and R3 are each independently H, OH, SH, alkyl, alkoxy, alkylether, heteroalkyl, —OP(═Ra)(Rb)Rc, Q or L′;
- Ra is O or S;
- Rb is OH, SH, O−, S−, ORd or SRd;
- Rc is OH, SH, O−, S−, ORd, OL′, SRd, alkyl, alkoxy, heteroalkyl, heteroalkoxy, alkylether, alkoxyalkylether, phosphate, thiophosphate, phosphoalkyl, thiophosphoalkyl, phosphoalkylether or thiophosphoalkylether;
- Rd is a counter ion;
- Q is, at each occurrence, independently a moiety comprising a sulfhydryl, disulfide, N-succinimide ester, imidoester, polyflourophenyl ester, isothiocyanate, alkyl azide, an acyl azide, alkyne, alkene, diene, dienophile, acid halide, sulfonyl halide, phosphine, α-haloamide, biotin, amino, maleimide functional group, or a moiety selected from one of the following structures:
- wherein:
- X is halo;
- and
- EWG is an electron withdrawing group;
- L′ is, at each occurrence, independently a linker comprising a covalent bond to Q, a linker comprising a covalent bond to a targeting moiety, a linker comprising a covalent bond to an analyte molecule, a linker comprising a covalent bond to a solid support, a linker comprising a covalent bond to a solid support residue, a linker comprising a covalent bond to a nucleoside or a linker comprising a covalent bond to a further compound of structure (I);
- and
- n is an integer of one or greater.
30 more elements
Dependencies are inferred from the claim text.