Dye compositions, methods of preparation, conjugates thereof, and methods of use

摘要

Dye compounds of the formula (1) wherein A is a protective agent group that has a characteristic of modifying the singlet-triplet occupancy of the shown cyanine moiety, and M is a reactive crosslinking group or a group that can be converted to a reactive crosslinking group. Methods for synthesizing the dye compounds and applications for their use are also described.;

主权项

1. A dye compound of the formula: wherein: R1a, R2a, R3a, R4a, R5a, R6a, R1b, R2b, R3b, R4b, R5b, and R6b are independently selected from hydrogen atom, straight-chained or branched hydrocarbon groups having one to six carbon atoms, and hydrophilic groups, wherein said straight-chained or branched hydrocarbon group is optionally substituted with at least one hydrophilic group, and wherein at least one of R5a and R6a is a hydrocarbon group substituted with at least one hydrophilic group, and at least one of R5b and R6b is a hydrocarbon group substituted with at least one hydrophilic group, and wherein at least one of R1a, R2a, R3a, and R4a, is a hydrophilic group, and at least one of R1b, R2b, R3b, and R4b is a hydrophilic group; A is a cyclic polyene group containing more than three conjugated carbon-carbon double bonds and has a characteristic of modifying the singlet-triplet occupancy of the shown cyanine moiety, wherein A is optionally substituted with at least one hydrophilic group; M is a reactive crosslinking group or a group that can be converted to a reactive crosslinking group; n is an integer of at least 1 and up to 6; m is 0 or an integer of 1 to 6; p is 0 or an integer of 1 to 6; q is an integer of at least 1 and up to 16; and r is an integer of 1 to 4; any two adjacent groups selected from R1a, R2a, R3a, and R4a, and/or any two adjacent groups selected from R1b, R2b, R3b, and R4b, are optionally interconnected as an unsaturated hydrocarbon bridge; and any CH2 group subtended by n, m, p, or q, and not connected to an oxygen atom or to the indolyl nitrogen atom, may independently be replaced with an amino linking group of the formula —NR—, where R is a hydrogen atom or hydrocarbon group having one to six carbon atoms; and any CH2 group subtended by n, m, p, or q may independently be replaced with a carbonyl group; and any one or more CH2 groups subtended by q may be replaced with an —O— linking atom; the ring carbon atom bound to R5a and R6a groups, and/or the ring carbon atom bound to R5b and R6b groups, is optionally replaced with a ring oxygen atom.