Quinacridone derivatives as labelling reagents for fluorescence detection of biological materials

US7335771B2 · kind B2 · utility

Assignee

• GE Healthcare UK Limited · GB

Inventor

• John A. Smith · London, GB

Key dates

• Filing date: May 30, 2002
• Grant date: Feb 26, 2008
• Expiry date: Aug 6, 2023

Classification

• Technology area (CPC G): Physics
• CPC primary: G01N2333/902
• WIPO field: Measurement
• WIPO sector: Instruments

Abstract

Disclosed are new quinacridone dye derivatives having characteristic fluorescence lifetimes. Also disclosed are methods for labelling target biological materials employing the quinacridone dyes and use of the labelled materials in biological assays. The quinacridone derivatives have the following structure:in which Z1 and Z2 independently represent the atoms necessary to complete one ring, two fused ring, or three fused ring aromatic or heteroaromatic systems, each ring having five or six atoms selected from carbon atoms and optionally no more than two atoms selected from oxygen, nitrogen and sulphur; R3, R4, R5, R6, R7 and R8 are independently selected from hydrogen, halogen, amide, hydroxyl, cyano, nitro, mono- or di-nitro-substituted benzyl, amino, mono- or di-C1-C4 alkyl-substituted amino, sulphydryl, carbonyl, carboxyl, C1-C6 alkoxy, acrylate, vinyl, styryl, aryl, heteroaryl, C1-C20 alkyl, aralkyl, sulphonate, sulphonic acid, quaternary ammonium, the group -E-F and the group —(CH2—)nY; R1 and R2 are independently selected from hydrogen, mono- or di-nitro-substituted benzyl, C1-C20 alkyl, aralkyl, the group -E-F and the group —(CH2—)nY; E is a spacer group, F is a target bondin…