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US 11,142,647 B2Granted
Ultra bright dimeric or polymeric dyes
AssigneeSony Group Corporation
InventorsTracy Matray, Sharat Singh, Michael VanBrunt
Life of this patent
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Abstract
Compounds useful as fluorescent or colored dyes are disclosed. The compounds have the following structure (I): or a stereoisomer, tautomer or salt thereof, wherein R1, R2, R3, R4, R5, L1, L2, L3, L4, M, m and n are as defined herein. Methods associated with preparation and use of such compounds are also provided.
Claims20
A compound having the following structure (I):
- or a stereoisomer, salt or tautomer thereof, wherein:
- M is, at each occurrence, independently a moiety comprising two or more carbon-carbon double bonds and at least one degree of conjugation, and at least one occurrence of M is a moiety comprising three or more rings selected from aryl and heteroaryl rings;
- L1 is, at each occurrence, independently a linker comprising an alkene, ester, amide, thioester, disulfide, carbocyclic, heterocyclic or heteroaryl group;
- L2 and L3 are, at each occurrence, independently an optional alkylene, alkenylene, alkynylene, heteroalkylene, heteroalkenylene, heteroalkynylene or heteroatomic linker;
- L4 is, at each occurrence, independently an alkylene, alkenylene, alkynylene, heteroalkylene, heteroalkenylene or heteroalkynylene linker;
- R1 is, at each occurrence, independently H, alkyl or alkoxy;
- one of R2 and R3 is OH or —OP(═Ra)(Rb)Rc, and the other one of R2 and R3 is Q, a linker comprising a covalent bond to Q, a linker comprising a covalent bond to an analyte molecule or a linker comprising a covalent bond to a solid support, wherein:
- Ra is O or S;
- Rb is OH, SH, O−, S−, ORd or SRd;
- Rc is OH, SH, O−, S−, ORd, SRd, alkyl, alkoxy, alkylether, alkoxyalkylether, phosphate, thiophosphate, phosphoalkyl, thiophosphoalkyl, phosphoalkylether or thiophosphoalkylether;
- and Rd is a counter ion;
- R4 is, at each occurrence, independently OH, SH, O−, S−, ORd or SRd;
- R5 is, at each occurrence, independently oxo, thioxo or absent;
- Q is, at each occurrence, independently a moiety comprising a sulfhydryl, disulfide, activated ester, isothiocyanate azide, alkyne, alkene, diene, dienophile, acid halide, sulfonyl halide, phosphine, α-haloamide, biotin, amino or maleimide functional group;
- m is, at each occurrence, independently an integer of zero or greater, wherein at least one occurrence of m is an integer of two or greater;
- and
- n is an integer of one or greater.
14 more elements
Dependencies are inferred from the claim text.