Marker dyes for UV and short wave excitation with high stokes shift based on benzoxazoles

US9453010B2 · kind B2 · utility

Assignee

• Dyomics GmbH · DE

Inventors

• Bernd G. Schweder · Jena, DE
• Matthias S. Wenzel · Jena, DE
• Wilhelm Frank · Echterdingen, DE
• Frank G. Lehmann · Jena, DE
• Peter T. Czerney · Weimar, DE

Key dates

• Filing date: Dec 22, 2014
• Grant date: Sep 27, 2016
• Expiry date: Dec 22, 2034

Classification

• Technology area (CPC G): Physics
• CPC primary: G01N33/582
• WIPO field: Measurement
• WIPO sector: Instruments

Abstract

The invention concerns compounds based on benzoxazoles wherein selected substituents are each a reactive group A bound via a linker L and adapted to covalently bond a compound of the invention to a to-be-marked molecule K, wherein A is an amine, hydroxy or phosphoramidite function, a carboxylic acid, an alkyl or active ester derived therefrom; a carboxylic acid hydrazide; or a carboxylic acid amide whereK is a covalently bound component selected from the group haptenes, proteins (antibodies), low molecular weight drug compounds, peptides, nucleotides, nucleosides, DNA oligomers, polymers, and t is from 1 to 10, andL is a linker selected from a group featuring —(CH2)s—, —[(CH2)m—O]p—(CH2)m—, —NR10-(CH2)s—, —O—(CH2)s—, —S—(CH2)s—, —NR10-C(O)—(CH2)s—, —NR10-C(O)—O—(CH2)s—, —NR10-C(O)—NR11-(CH2)s— or —SO2—NR10-(CH2)s—, wherein R10 and R11 are each independently hydrogen, alkyl and alkoxy-alkyl (—[(CH2)m—O]p—CH3), ω-sulfoalkyl (—(CH2)r—SO3), m represents the numbers of 2-5, p, r and s each independently represent the number of 1-10.