Fluorescent Chemical Compounds Having High Selectivity for Double Stranded DNA, and Methods for Their Use
AssigneeLife Technologies Corporation
InventorsJolene A. Bradford, Ching-Ying Cheung, Shih Jung Huang, Patrick R. Pinson, Stephen T. Yue
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Abstract
Chemical compounds having a high selectivity for double stranded DNA over RNA and single stranded DNA are disclosed. The chemical compounds are stains that become fluorescent upon illumination and interaction with double stranded DNA, but exhibit reduced or no fluorescence in the absence of double stranded DNA. The compounds can be used in a variety of biological applications to qualitatively or quantitatively assay DNA, even in the presence of RNA.
Claims26
A chemical compound having the structure:
- wherein:
- n is a non-negative integer;
- X is oxygen or sulfur;
- R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 independently comprise hydrogen, a hydroxyl group, an alkoxy group, a thiol, a thioalkyl, a thioaryl, a halogen, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, a primary amine group, a secondary amine group, a tertiary amine group, a reactive group, or combinations thereof;
- and
- R12 is an alkyl group.
A kit comprising:
- DNA, RNA, or both DNA and RNA;
- and
- a chemical compound having the structure:
- wherein:
- n is a non-negative integer;
- X is oxygen or sulfur;
- R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 independently comprise hydrogen, a hydroxyl group, an alkoxy group, a thiol, a thioalkyl, a thioaryl, a halogen, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, a primary amine group, a secondary amine group, a tertiary amine group, a reactive group, or combinations thereof;
- and
- R12 is an alkyl group.
A method of detecting the presence or absence of double stranded DNA in a sample, the method comprising:
- providing a sample suspected of containing double stranded DNA;
- contacting the sample with a chemical compound to prepare a test sample;
- illuminating the test sample with energy;
- and
- detecting emission of energy from the test sample;
- wherein the chemical compound has the structure:
- wherein:
- n is a non-negative integer;
- X is oxygen or sulfur;
- R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 independently comprise hydrogen, a hydroxyl group, an alkoxy group, a thiol, a thioalkyl, a thioaryl, a halogen, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, a primary amine group, a secondary amine group, a tertiary amine group, a reactive group, or combinations thereof;
- and
- R12 is an alkyl group.
A chemical compound having the structure:
- wherein:
- n is a non-negative integer;
- X is oxygen or sulfur;
- R13, R14, R15, R16, R17, R18, R19, R20, and R21 independently comprise hydrogen, a hydroxyl group, an alkoxy group, a thiol, a thioalkyl, a thioaryl, a halogen, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, a primary amine group, a secondary amine group, a tertiary amine group, a reactive group, or combinations thereof;
- and
- R22 is an alkyl group.
A kit comprising:
- DNA, RNA, or both DNA and RNA;
- and
- a chemical compound having the structure:
- wherein:
- n is a non-negative integer;
- X is oxygen or sulfur;
- R13, R14, R15, R16, R17, R18, R19, R20, and R21 independently comprise hydrogen, a hydroxyl group, an alkoxy group, a thiol, a thioalkyl, a thioaryl, a halogen, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, a primary amine group, a secondary amine group, a tertiary amine group, a reactive group, or combinations thereof;
- and
- R22 is an alkyl group.
A method of detecting the presence or absence of double stranded DNA in a sample, the method comprising:
- providing a sample suspected of containing double stranded DNA;
- contacting the sample with a chemical compound to prepare a test sample;
- illuminating the test sample with energy;
- and
- detecting emission of energy from the test sample;
- wherein the chemical compound has the structure:
- wherein:
- n is a non-negative integer;
- X is oxygen or sulfur;
- R13, R14, R15, R16, R17, R18, R19, R20, and R21 independently comprise hydrogen, a hydroxyl group, an alkoxy group, a thiol, a thioalkyl, a thioaryl, a halogen, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, a primary amine group, a secondary amine group, a tertiary amine group, a reactive group, or combinations thereof;
- and
- R22 is an alkyl group.
Dependencies are inferred from the claim text.