Fluorescent compounds

Patent metadata

Field	Value
Publication number	US-10053447-B2
Application number	US-201113330993-A
Country	US
Kind code	B2
Filing date	Dec 20, 2011
Priority date	Dec 21, 2010
Publication date	Aug 21, 2018
Grant date	Aug 21, 2018

Abstract

Compounds used as labels with properties comparable to known fluorescent compounds. The compounds can be conjugated to proteins and nucleic acids for biological imaging and analysis. Synthesis of the compounds, formation and use of the conjugated compounds, and specific non-limiting examples of each are provided.

First claim

What is claimed is:

1. A compound of general formula I

where
each of R 1 and R 2 is sulfoalkyl;
X is selected from the group consisting of —NHS (hydroxysuccinimidyl), —O-TFP (2,3,5,6-tetrafluorophenm), —NR-L-maleimide and combinations thereof where R is —H or an aliphatic or heteroaliphatic group, and L is selected from the group consisting of a divalent linear, crossed, and cyclic alkyl group optionally substituted by at least one oxygen atom and/or sulfur atom;
Kat is one or more cations necessary to balance the negative charge of the compound;
m is 0; o is 3; and n is 1.

2. A compound of general formula I

where
each of R1 and R2 is sulfoalkyl;
X is selected from the group consisting of —NHS (hydroxysuccinimidyl), —O-TFP (2,3,5,6-tetrafluorophenm), —NR-L-maleimide and combinations thereof where R is —H or an aliphatic or heteroaliphatic group, and L is selected from the group consisting of a divalent linear, crossed, and cyclic alkyl group optionally substituted by at least one oxygen atom and/or sulfur atom;
Kat is one or more cations necessary to balance the negative charge of the compound;
m is 0; o is 3; and n is 2.

3. A compound of general formula I

where
each of R1 and R2 is sulfoalkyl;
X is selected from the group consisting of —NHS (hydroxysuccinimidyl), —O-TFP (2,3,5,6-tetrafluorophenm), —NR-L-maleimide and combinations thereof where R is —H or an aliphatic or heteroaliphatic group, and L is selected from the group consisting of a divalent linear, crossed, and cyclic alkyl group optionally substituted by at least one oxygen atom and/or sulfur atom;
Kat is one or more cations necessary to balance the negative charge of the compound;
m is 0; o is 3; and n is 3.

Assignees

• Hermanson Greg
• Czerney Peter T
• Desai Surbhi
• Wenzel Matthias S
• Dworecki Boguslawa
• Lehmann Frank G
• Pierce Biotechnology Inc
• Dyomics Gmbh

Inventors

• Hermanson Greg
• Czerney Peter T
• Desai Surbhi
• Wenzel Matthias S
• Dworecki Boguslawa
• Lehmann Frank G

Classifications

• C07D403/06 Primary

  linked by a carbon chain containing only aliphatic carbon atoms · CPC title

• C07D209/10

  with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring · CPC title