Fluorescent pI markers for isoelectric focusing separations and fluorescent labeling

Patent metadata

Field	Value
Publication number	US-9689841-B2
Application number	US-201214241358-A
Country	US
Kind code	B2
Filing date	Aug 27, 2012
Priority date	Aug 26, 2011
Publication date	Jun 27, 2017
Grant date	Jun 27, 2017

Abstract

UV-Absorbing and fluorescent pl markers for isoelectric focusing separations and fluorescent labeling, and methods for making and using the markers.

First claim

The invention claimed is:

1. A compound having the formula:

wherein
A is selected from the group consisting of OR 3 , SR 3 , and N(R 4 )(R 5 ),
wherein R 3 is selected from the group consisting of
—(CH 2 ) n — where n is from 1 to 12,
—(CH 2 CH—) n — where n is from 1 to 12,
—(CH 2 CH 2 O) n — where n is from 1 to 20, and
—(CH 2 CH(OH)CH 2 O) n — where n is from 1 to 20,
wherein each terminates with hydrogen, a non-charged group, or at least one moiety selected from the group consisting of amino, secondary amino, tertiary amino, azaaryl, hydroxyaryl, and carboxylic acid group;
wherein R 4 and R 5 are independently selected from the group consisting of
hydrogen,
—(CH 2 ) n — where n is from 1 to 12,
—(CH 2 CH—) n — where n is from 1 to 12,
—(CH 2 CH 2 O) n — where n is from 1 to 20, and
—(CH 2 CH(OH)CH 2 O) n — where n is from 1 to 20,
wherein each of —(CH 2 ) n —, —(CH 2 CH—) n , —(CH 2 CH 2 O) n —, and —(CH 2 CH(OH)CH 2 O) n — terminates with hydrogen, a non-charged group, or at least one moiety selected from the group consisting of amino, secondary amino, tertiary amino, azaaryl, hydroxyaryl, and carboxylic acid group;
R is selected from the group consisting of
—(CH 2 ) n — where n is from 1 to 12,
—(CH 2 CH—) n — where n is from 1 to 12,
—(CH 2 CH 2 O) n — where n is from 1 to 20, and
—(CH 2 CH(OH)CH 2 O) n — where n is from 1 to 20,
wherein each terminates with hydrogen, a non-charged group, or at least one moiety selected from the group consisting of amino, secondary amino, tertiary amino, azaaryl, hydroxyaryl, carboxylic acid or carboxylate, sulfonic acid or sulfonate, and or hydrogen sulfate or sulfate group; and
R 1 and R 2 at each occurrence are independently selected from the group consisting of
hydrogen,
—(CH 2 ) n — where n is from 1 to 12,
—(CH 2 CH—) n — where n is from 1 to 12,
—(CH 2 CH 2 O) n — where n is from 1 to 20, and
—(CH 2 CH(OH)CH 2 O) n — where n is from 1 to 20,
wherein each terminates with hydrogen, a non-charged group, or at least moiety selected from the group consisting of amino, secondary amino, tertiary amino, azaaryl, hydroxyaryl, and carboxylic acid group.

2. A method for establishing the shape of a pH gradient between an anode and a cathode across an electrophoretic device in an isoelectric focusing or isoelectric trapping experiment, comprising
(a) introducing one or more pI markers having a known pI value into an electrophoretic device, wherein the one or more pI markers comprises a compound of claim 1 ; and
(b) applying an electric field sufficient for a period of time sufficient to separate and concentrate the one or more pI markers.

3. The compound of claim 1 selected from the group consisting of:

4. The compound of claim 1 selected from the group consisting of:

Assignees

• Vigh Gyula
• Li Ming-Chien
• Texas A & M Univ Sys

Inventors

• Vigh Gyula
• Li Ming-Chien

Classifications

• G01N27/447

  using electrophoresis · CPC title

• C09K2211/1011

  Condensed systems · CPC title

• C09K2211/1044

  containing two nitrogen atoms as heteroatoms · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• C07D295/088

  to an acyclic saturated chain · CPC title