Responsive luminescent lathanide complexes

Patent metadata

Field	Value
Publication number	US-9448225-B2
Application number	US-201314107732-A
Country	US
Kind code	B2
Filing date	Dec 16, 2013
Priority date	Jan 30, 2009
Publication date	Sep 20, 2016
Grant date	Sep 20, 2016

Abstract

The invention provides a compound of formula (I):

(wherein:
R 1 is an optionally substituted 2-(1-azathiaxanthone); each —R 2 is independently of the formula —CH 2 —C(═O)—R 4 , wherein R 4 is an amino acid or a salt thereof, attached to the remainder of R 2 through the nitrogen atom of the amino group; and R 3 is hydrogen or a C 1-6 alkyl group); or

(wherein:
R 1 is an optionally substituted 2-(1-azaxanthone); each R 2 is independently an optionally substituted glutaric or succinic acid, or a salt or ester thereof; and R 3 is hydrogen or a C 1-6 alkyl group).

First claim

The invention claimed is:

1. A compound of the following formula:

wherein each -A is —CO 2 H, or a salt thereof; and R 3 is either hydrogen or methyl.

2. The compound of claim 1 , wherein R 3 is hydrogen.

3. The compound of claim 1 , wherein R 3 is methyl.

4. A complex comprising:
a lanthanide (III) ion; and
a compound of the following formula

wherein each -A is —CO 2 H, or a salt thereof; and R 3 is either hydrogen or methyl.

5. The complex of claim 4 , wherein R 3 is hydrogen.

6. The complex of claim 4 , wherein R 3 is methyl.

7. The complex of claim 4 wherein the lanthanide (III) ion is europium (III) or terbium (III).

8. The complex of claim 4 wherein the lanthanide (III) ion is europium (III).

9. A method of analyzing lactate present in a sample of interest, the method comprising:
(i) contacting the sample of interest with a complex as defined in claim 4 ;
(ii) exciting the azaxanthone; and
(iii) determining the quantity or concentration of any lactate in the sample of interest by analysis of the modulation in one or more emission bands resultant from the exciting where citrate is present.

10. A method of analyzing lactate present in a sample of interest, the method comprising:
(i) contacting the sample of interest with a complex as defined in claim 7 ;
(ii) exciting the azaxanthone; and
(iii) determining the quantity or concentration of any lactate in the sample of interest by analysis of the modulation in one or more emission bands resultant from the exciting where citrate is present.

11. A method of analyzing lactate present in a sample of interest, the method comprising:
(i) contacting the sample of interest with a complex as defined in claim 8 ;
(ii) exciting the azaxanthone; and
(iii) determining the quantity or concentration of any lactate in the sample of interest by analysis of the modulation in one or more emission bands resultant from the exciting where citrate is present.

12. A method of, or for use in, the diagnosis of excessive lactic acid comprising:
(i) obtaining a liquid sample from a subject;
(ii) optionally diluting the liquid sample; and
(iii) practicing a method as defined in claim 9 , wherein the liquid sample or the diluted liquid sample constitutes the sample of interest.

13. The method of claim 12 wherein the liquid has been previously obtained from the subject.

Assignees

• Univ Durham

Inventors

• Parker David
• Pal Robert

Classifications

• G01N33/57555

  of the prostate · CPC title

• G01N33/52

  Use of compounds or compositions for colorimetric, spectrophotometric or fluorometric investigation, e.g. use of reagent paper {and including single- and multilayer analytical elements (immunological elements G01N33/54386; involving labelled immunochemicals G01N33/58; for haemoglobin or occult blood G01N33/72)} · CPC title

• C09K2211/1092

  containing sulfur as the only heteroatom · CPC title

• C07D257/02 Primary

  not condensed with other rings · CPC title

• C07D495/04

  Ortho-condensed systems · CPC title