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US 12,275,851 B2Granted
Polymeric tandem dyes with linker groups
AssigneeSony Group Corporation
InventorsTracy Matray, Sharat Singh
Life of this patent
Estimating the term…
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, M1, M2, m and n are as defined herein. Methods associated with preparation and use of such compounds is also provided.
Claims25
A compound having the following structure (I):
- or a stereoisomer, salt or tautomer thereof, wherein:
- M1 is a fluorescent or colored chromophore and M2 is, at each occurrence, independently a fluorescent or colored chromophore, provided that:
- a) M1 is a FRET acceptor chromophore and at least one occurrence of M2 is a FRET donor chromophore;
- or b) M1 is a FRET donor chromophore and at least one occurrence of M2 is a corresponding FRET acceptor chromophore, and wherein at least one of the FRET donor chromophores is positioned between two FRET acceptor chromophores;
- 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 or heteroalkylene linker;
- R1 is, at each occurrence, independently H, alkyl or alkoxy;
- R2 and R3 are each independently H, OH, SH, alkyl, alkoxy, alkylether, heteroalkyl, —OP(═Ra)(Rb)Rc, Q, or a protected form thereof, or L′;
- R4 is, at each occurrence, independently OH, SH, O—, S—, ORd or SRd;
- R5 is, at each occurrence, independently oxo, thioxo or absent;
- 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 reactive group, or protected form thereof, capable of forming a covalent bond with an analyte molecule, a targeting moiety, a solid support or a complementary reactive group Q′;
- 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);
- m is, at each occurrence, independently an integer of zero or greater;
- and
- n is an integer of two or greater.
17 more elements
A compound having the following structure (II):
- or a stereoisomer, salt or tautomer thereof, wherein:
- M1 is a fluorescent or colored chromophore, and M2 is, at each occurrence, independently a fluorescent or colored chromophore, provided that at least one occurrence of M2 is different than M1, M1 and at least one occurrence of M2 combine to form a FRET acceptor-donor pair, and the FRET donor in the FRET acceptor-donor pair is positioned between two FRET acceptors;
- L1 is at each occurrence, independently a linker comprising a triazolyl functional 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 or heteroalkylene linker;
- R1 is, at each occurrence, independently H, alkyl or alkoxy;
- R2 and R3 are each independently H, OH, SH, alkyl, alkoxy, alkylether, heteroalkyl, —OP(═Ra)(Rb)Rc, Q, or a protected form thereof, or L′;
- R4 is, at each occurrence, independently OH, SH, O—, S—, ORd or SRd;
- R5 is, at each occurrence, independently oxo, thioxo or absent;
- 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 reactive group, or protected form thereof, capable of forming a covalent bond with an analyte molecule, a targeting moiety, a solid support or a complementary reactive group Q′;
- 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 (II);
- m is, at each occurrence, independently an integer of zero to two or greater than 6;
- and
- n is an integer of two or greater.
15 more elements
Dependencies are inferred from the claim text.