Fluorescent Method to Quantify Copper or Platinum Based on Catalysis

• US 20190323964A1
• Filed: 04/11/2019
• Published: 10/24/2019
• Est. Priority Date: 04/11/2018
• Status: Active Grant

• Current Assignee: University of Pittsburgh of The Commonwealth System of Higher Education
• Original Assignee: University of Pittsburgh of The Commonwealth System of Higher Education
• Inventors: Koide, Kazunori, Campbell, Melissa L., Pham, Dianne
• Granted Patent: US 11,340,164 B2
• Time in Patent Office: Days
• CPC Class Codes: G01N 21/6428 Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" in vivo A61B5/00; immunoassay G01N33/53
• CPC Class Codes: G01N 21/643 non-biological material
• CPC Class Codes: G01N 33/20 Metals
• CPC Class Codes: Y10T 436/16 Phosphorus containing
• CPC Class Codes: Y10T 436/18 Sulfur containing

Abstract

Methods of detecting platinum and copper in a test sample are provided. Kits for use in detecting platinum and copper in a test sample also are provided.

Claims

1. A method of identifying or quantifying copper in a test sample comprising:

mixing, thereby producing a reaction mixture;

the test sample;

a triaryl phosphine represented by Formula 1a, optionally dissolved in a solvent,

2. The method of claim 1, wherein the copper is Cu⁺ and/or Cu²⁺.

3. The method of claim 1, wherein:

R₁ is dimethylamino, R₂ is hydrogen, and R₃ is hydrogen;

R₁ is hydrogen, R₂ is SO₃⁻

, and R₃ is hydrogen, or

R₁ is methyl, hydrogen, or methoxy;

R₂ is hydrogen; and

R₃ is methyl, hydrogen, or methoxy.

4. The method of claim 3, wherein R₁ is methyl, hydrogen, or methoxy;

R₂ is hydrogen; and

R₃ is methyl, hydrogen, or methoxy and wherein R₁ and R₃ are the same.

5. The method of claim 1, wherein the triaryl phosphine has at least one ortho- or para-substituent.

6. The method of claim 1, wherein the reaction mixture has a pH of at least 7.

7. The method of claim 1, wherein the propargyl fluorochrome ether is propargyl Pittsburgh Green ether (PPE).

8. The method of claim 1, wherein the reaction mixture comprises:

the test sample;

about 20 μ

M PPE;

about 150 μ

M-200 μ

M triarylphosphine;

about 5-25% ethanol in about 500 mM buffer at a pH of 7-9,

wherein the reaction is performed at from 20°

C. to 35°

C.

9. The method of claim 1, wherein the sample is an aqueous or biological sample.

10. A method of identifying or quantifying platinum in a test sample comprising:

mixing, thereby producing a reaction mixture;

the test sample;

a triaryl phosphine represented by Formula 1b,

11. The method of claim 10, wherein the platinum is Pt(IV), Pt(II), or Pt(0).

12. The method of claim 10, wherein the triaryl phosphine is represented by Formula 1b, wherein R₁ is fluoro or wherein R₁ is hydrogen, methyl, or methoxy.

13. The method of claim 10, wherein the triaryl phosphine is represented by Formula 1c.

14. The method of claim 10, for quantifying cisplatin, oxoplatin, or carboplatin in the test sample.

15. The method of claim 10, wherein the reaction mixture has a pH of at least 7.

16. The method of claim 10, wherein the allyl fluorochrome ether is allyl Pittsburgh Green ether (APE).

17. The method of claim 10, wherein the reaction mixture comprises:

the test sample;

about 20 μ

M APE;

about 150 μ

M-200 μ

M triarylphosphine; and

about 5-25% DMSO in about 1.2 M buffer at a pH of 7-9;

wherein the reaction is performed at from 20°

C. to 35°

C.

18. The method of claim 10, wherein the sample is an aqueous or biological sample.

19. The method of claim 10, further comprising adding a reducing agent to the reaction mixture and reacting the reducing agent with the test sample, the triaryl phosphine, and the allyl fluorochrome ether or carbamate.

20. A kit for use in identifying or quantifying platinum in a test sample comprising in one or more vessels or containers:

a triaryl phosphine represented by Formula 1b,

21. The kit of claim 20, wherein the triaryl phosphine and allyl fluorochrome ether or carbamate are contained in one or more chambers of a cartridge.

22. A kit for use in identifying or quantifying copper in a test sample comprising in one or more vessels or containers:

a triaryl phosphine represented by Formula 1a,

23. The kit of claim 22, wherein the triaryl phosphine and propargyl fluorochrome ether or carbamate are contained in one or more chambers of a cartridge.