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US 2015/0218380 A1Published application
Modified carbocyanine dyes and their conjugates
AssigneeLife Technologies Corporation
InventorsWai-Yee LEUNG, Ching-Ying CHEUNG, Stephen YUE
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Abstract
Chemically reactive carbocyanine dyes incorporating an indolium ring moiety that is substituted at the 3-position by a reactive group or by a conjugated substance, and their uses, are described. Conjugation through this position results in spectral properties that are uniformly superior to those of conjugates of spectrally similar dyes wherein attachment is at a different position. The invention includes derivative compounds having one or more benzo nitrogens.
Claims23
A compound having a structure of the formula:
- A-BRIDGE-B
- wherein A has a structure of Formula I and B has a structure of Formula VII;
- BRIDGE has a structure of the Formula VIII;
- wherein Y represents the atoms necessary to form one to two fused aromatic rings having 6 atoms in each ring, wherein the atoms are selected from —CH, —C, —CR1, and —N(R2)β;
- wherein each β is 0 or 1, each R1 is Cl-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylamino, or C2-C12 dialkylamino;
- X is O, S, or —CR3R4;
- R3 is -L-Rx;
- L is a linkage containing 1-20 nonhydrogen atoms selected from the group consisting of C, N, O, P and S;
- Rx is an activated ester of a carboxylic acid or a phosphoramidite;
- R2 and R4 are independently C1-C22 alkyl or C7-C22 arylalkyl;
- α is 0 or 1;
- W represents the atoms necessary to form one to two fused aromatic rings having 6 atoms in each ring, wherein the atoms are selected from —CH, —C, —CR1′, and —N(R12)β′;
- wherein each β′ is 0 or 1, each R1′ is C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylamino, or C2-C12 dialkylamino;
- Z is O, S, or —CR13R14;
- each of R13 and R14 is C1-C6 alkyl;
- R12 is C1-C22 alkyl or C7-C22 arylalkyl;
- and
- δ is 0 or 1;
- a is 0 or 1;
- b is 0 or 1;
- and
- each of R21, R22, R23, R24, R25, R26, and R27, when present, is H.
19 more elements
Dependencies are inferred from the claim text.