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US 2019/0153232 A1Published application
Ultra bright polymeric dyes with peptide backbones
AssigneesSony Corporation, Sony Corporation of America
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), including stereoisomers, salts and tautomers thereof, wherein R1, R2, R3, L1, L2, L3, L4, L5, M, m and n are as defined herein. Methods associated with preparation and use of such compounds are also provided.
Claims93
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;
- L1 is at each occurrence, independently either:
- i) an optional alkylene, alkenylene, alkynylene, heteroalkylene, heteroalkenylene or heteroalkynylene linker;
- or ii) a linker comprising a functional group capable of formation by reaction of two complementary reactive groups;
- L2, L3, L4 and L5 are, at each occurrence, independently optional alkylene, alkenylene, alkynylene, heteroalkylene, heteroalkenylene or heteroalkynylene linkers;
- R1 is, at each occurrence, independently a natural or unnatural amino acid side chain;
- R2 and R3 are each independently H, —OH, —SH, —NH2, —CO2H, alkyl, alkylether, alkoxy, heteroalkyl, alkylaminyl, alkylcarbonyl, alkyloxycarbonyl, Q, 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 or a linker comprising a covalent bond to a further compound of structure (I), wherein the alkyl, alkylether, alkylaminyl, alkylcarbonyl and alkyloxycarbonyl are optionally substituted with hydroxyl, amino, sulfhydryl, phosphate, thiophosphate, phosphoalkyl, thiophosphoalkyl, phosphoalkylether or thiophosphoalkylether, or combinations thereof;
- Q is, at each occurrence, independently a moiety comprising a reactive group capable of forming a covalent bond with an analyte molecule, a solid support or a complementary reactive group Q;
- m is, at each occurrence, independently an integer of zero or greater;
- and
- n is an integer of one or greater.
9 more elements
A compound selected from Table 2.
A compound having the following structure (II):
- or a stereoisomer, salt or tautomer thereof, wherein:
- G is, at each occurrence, independently a moiety comprising a reactive group capable of forming a covalent bond with a complementary reactive group;
- L1a, L2, L3, L4 and L5 are, at each occurrence, independently an optional alkylene, alkenylene, alkynylene, heteroalkylene, heteroalkenylene or heteroalkynylene linker;
- R1 is, at each occurrence, independently a natural or unnatural amino acid side chain;
- R2 and R3 are each independently H, —OH, —SH, —NH2, —CO2H, alkyl, alkylether, alkoxy, heteroalkyl, alkylaminyl, alkylcarbonyl, alkyloxycarbonyl, Q, 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 or a linker comprising a covalent bond to a further compound of structure (I), wherein the alkyl, alkylether, alkylaminyl, alkylcarbonyl and alkyloxycarbonyl are optionally substituted with hydroxyl, amino, sulfhydryl, phosphate, thiophosphate, phosphoalkyl, thiophosphoalkyl, phosphoalkylether or thiophosphoalkylether, or combinations thereof;
- Q is, at each occurrence, independently a moiety comprising a reactive group capable of forming a covalent bond with an analyte molecule, a solid support or a complementary reactive group Q;
- m is, at each occurrence, independently an integer of zero or greater;
- and
- n is an integer of one or greater.
6 more elements
A compound selected from Table 3.
Dependencies are inferred from the claim text.