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US 12,723,279 B2Granted
Long stokes shift chromenoquinoline dyes and uses in sequencing applications
AssigneeIllumina Cambridge Limited
InventorsElena Cressina, Antoine Francais, Xiaohai Liu
Life of this patent
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Abstract
The present application relates to long Stokes shift chromenoquinoline dyes and their uses as fluorescent labels. For example, these dyes may be used to label nucleotides for nucleic acid sequencing applications.
Claims42
A compound of Formula (I), a salt or a mesomeric form thereof:
- wherein each of R1, R4, R5, R7, R8, R9, R10, R11, R12a and R12b is independently H, C1-C6 alkyl, substituted C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 haloalkyl, C1-C6 haloalkoxy, (C1-C6 alkoxy) C1-C6 alkyl, optionally substituted amino, amino (C1-C6 alkyl), halo, cyano, hydroxy, hydroxy (C1-C6 alkyl), nitro, sulfonyl, sulfo, sulfino, sulfonate, S-sulfonamido, or N-sulfonamido;
- each of R2 and R3 is independently H, C1-C6 alkyl, or substituted C1-C6 alkyl;
- and
- R6 is C1-C6 alkyl or substituted C1-C6 alkyl;
- alternatively, R1 and R2 together with the atoms to which they are attached form an optionally substituted 5-10 membered heteroaryl or an optionally substituted 5-10 membered heterocyclyl;
- alternatively, R3 and R4 together with the atoms to which they are attached form an optionally substituted 5-10 membered heteroaryl or an optionally substituted 5-10 membered heterocyclyl;
- alternatively, R8 and R9 together with the atoms to which they are attached form an optionally substituted C6-C10 aryl, an optionally substituted 3-10 membered carbocyclyl, an optionally substituted 5-10 membered heteroaryl or an optionally substituted 3-10 membered heterocyclyl;
- provided that when each of R2 and R3 is ethyl;
- each of R1, R4, R5, R7, R8, R10, R11, R12a and R12b is H;
- and R6 is methyl;
- then R9 is a substituted C1-C6 alkyl comprising a carboxyl;
- and
- provided that when R1 and R2 together with the atoms to which they are attached form a piperidinyl and R3 and R4 together with the atoms to which they are attached form a piperidinyl such that the compound has the structure;
- each of R5, R7, R8, R10, R11, R12a and R12b is H;
- and R6 is methyl;
- then R9 is a substituted C1-C6 alkyl comprising a carboxyl;
- wherein at least one of R2, R3, R6, R7, R8, R9, R10 and R11 comprises a carboxyl group.
14 more elements
Dependencies are inferred from the claim text.