Folate derivatives, useful in particular in the context of the folate assay

• US 10,640,505 B2
• Filed: 02/15/2018
• Issued: 05/05/2020
• Est. Priority Date: 12/27/2012
• Status: Active Grant

• Current Assignee: Biomerieux B.V. (Compagnie Merieux Alliance SAS)
• Original Assignee: Biomerieux B.V. (Compagnie Merieux Alliance SAS)
• Inventors: Guo, Yuping, Cheucle, Sylvie
• Primary Examiner(s): Haq, Shafiqul
• Application Number:
  US15/897,713
• Publication Number:
  US 20180170934A1
• Time in Patent Office: 810 Days
• CPC Class Codes: C07D 475/04 with a nitrogen atom directly attached in position 2
• CPC Class Codes: G01N 33/82 involving vitamins or their receptors

Abstract

Use of a folate derivative to assay in vitro the folate in a sample such as a biological sample.

Claims

1. A folate conjugate of general formula (III):

2. The conjugate according to claim 1, wherein X is a linear aliphatic saturated hydrocarbon chain containing from 2 to 7 carbon atoms.

3. The conjugate according to claim 2, wherein the hydrocarbon chain contains from 3 to 5 carbon atoms.

4. The conjugate of claim 1 wherein Y′

is of general formula (IV).

5. The conjugate of claim 1 wherein R₁ is NH or O.

6. The conjugate of claim 1 wherein R₁ is NH.

7. The conjugate of claim 1, said conjugate being selected from the group consisting of

8. The conjugate of claim 1 wherein M is selected from an enzyme, a chromophore, a fluorescent molecule or an electrochemiluminescent salt.

9. The conjugate of claim 8 wherein M is selected from the group consisting of horseradish peroxidase, alkaline phosphatase, β

-galactosidase, glucose-6-phosphate dehydrogenase, Alexa, phycocyanins, and organometallic derivatives based on acridinium and ruthenium.

10. A kit comprising:

(i) at least one binding partner of folate(s) suitable to bind to the folate(s) or a receptor thereof;

(ii) at least one folate conjugate corresponding to general formula (III);

11. The kit according to claim 10, wherein X is a linear aliphatic saturated hydrocarbon chain containing from 2 to 7 carbon atoms.

12. The kit according to claim 11, wherein the hydrocarbon chain contains from 3 to 5 carbon atoms.

13. The kit of claim 10 wherein Y′

is of general formula (IV).

14. The kit of claim 10 wherein R₁ is —

NH—

or —

O—

.

15. The kit of claim 10 wherein R₁ is —

NH—

.

16. The kit of claim 10, wherein the compound of formula (III) is selected from the group consisting of

17. The kit of claim 10 wherein M is selected from an enzyme, a chromophore, a fluorescent molecule or an electrochemiluminescent salt.

18. The kit of claim 17 wherein M is selected from the group consisting of horseradish peroxidase, alkaline phosphatase, β

-galactosidase, glucose-6-phosphate dehydrogenase, Alexa, phycocyanins, and organometallic derivatives based on acridinium and ruthenium.