Fluorescent dyes with large stokes shifts
AssigneeUTI Limited Partnership
InventorsWarren Edward Piers, Juan Felipe Araneda
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Abstract
Herein are disclosed fluorescent dyes based around a framework for a ligand comprising a pyridyl group linked to a diaryl anilido unit. A variety of ligands based on this framework are disclosed. The ligands chelate to a BF2 center to produce the fluorescent dye. The disclosed dyes combine longer Stokes shifts (approximately 100 nm) with increased quantum yields. They are also photostable in aqueous and organic solutions for several hours. These dyes may be used in the labeling of biomolecules for bioimaging and assays. Also disclosed are methods for the synthesis of these dyes.
Claims26
A fluorophore shown by formula (1), or a salt thereof,
- wherein bonds indicated by dotted lines may be independently present or absent;
- and each hydrogen atom may be independently substituted by an alkyl group.
A fluorophore shown by formula (2), or a salt thereof,
- wherein each hydrogen atom may be independently substituted by an alkyl group.
A fluorophore shown by formula (2), or a salt thereof,
- wherein the hydrogen atoms at positions 1 and 2 are substituted by a —(CH2)4— group such that said group bridges positions 1 and 2, and wherein the hydrogen atoms at positions o and o′ are substituted by isopropyl.
A fluorophore shown by formula (3), or a salt thereof,
- wherein each hydrogen atom may be independently substituted by an alkyl group.
A fluorophore shown by formula (4), or a salt thereof,
- wherein each hydrogen atom may be independently substituted by an alkyl group.
A method of producing a fluorophore shown by formula (1), said method comprising the steps of:
- providing a ligand capable of chelating to a BF2 center,
- mixing said ligand with a solution of triethyl amine, and
- adding boron trifluoride etherate to said solution,
- wherein formula (1) is as follows:
- wherein bonds indicated by dotted lines may be independently present or absent;
- and each hydrogen atom may be independently substituted by an alkyl group.
Dependencies are inferred from the claim text.