IP Library Granted Patent US 10,082,514
Granted Patent B2
US 10,082,514 · App. 14/201,480 · Granted Sep 25, 2018

Methods for the selective detection of alkyne-presenting molecules and related compositions and systems

Inventors: Carlos A. Valdez (San Ramon, CA); Audrey M. Williams (Livermore, CA)
Assignee: Lawrence Livermore National Security, LLC
G01N33/743C08F112/08G01N33/1826G01N33/5308
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Quick Facts
Patent No.
US 10,082,514
App. No.
14/201,480
Granted
Sep 25, 2018
Kind
B2
Abstract

Provided herein are methods for selectively detecting an alkyne-presenting molecule in a sample and related detection reagents, compositions, methods and systems.

Claims (18)

1. A method for selectively detecting an alkyne-presenting molecule in an untreated sample, the method comprising:

contacting the untreated sample with a detection reagent comprising an organic or organometallic label moiety presenting an azide or sulfonyl azide group;

the contacting performed for a time and under a condition for click chemistry to allow binding of the azide or sulfonyl azide group with one or more alkyne-presenting molecules possibly present in the untreated sample;

the contacting further performed in absence of a treatment of the untreated sample that introduces the one or more alkyne-presenting molecules into the untreated sample prior to the contacting;

wherein the binding of the azide or sulfonyl azide group to the alkyne-presenting molecules results in emission of a signal from the organic or organometallic label moiety; and

detecting the signal from the organic or organometallic label moiety.

2. The method of claim 1 , wherein the sample is an aqueous or organic solution.

3. The method of claim 1 , wherein the organic or organometallic label moiety comprises a positively charged moiety.

4. The method of claim 1 , wherein the organic or organometallic label moiety comprises a ferrocenyl moiety.

5. The method of claim 1 , wherein the detection reagent is selected from the group consisting of formulas XV-XVIII:

wherein:

R 1 and R 2 are independently C 1 -C 8 alkyl.

6. The method of claim 1 , wherein the detection reagent has a structure according to formula XIX:

wherein R is C 1 -C 8 alkyl, trifluoromethyl, or substituted or unsubstituted aryl.

7. The method of claim 1 , wherein the detection reagent is selected from the group consisting of Formulas XX-XIV:

8. The method of claim 1 , wherein the detecting is achieved by detecting a positive charge on the detection reagent in a mass spectrometer after the contacting.

9. The method of claim 1 , wherein the untreated sample is selected from a solid and/or fluid from a biological environment, specimen, cultures, tissues, or portions thereof.

10. The method of claim 1 , wherein the detecting the signal from the organic or organometallic label moiety comprises mass spectrometry.

Assignments (2)
CONFIRMATORY LICENSE Recorded Mar 30, 2015
From: LAWRENCE LIVERMORE NATIONAL SECURITY, LLC
To: U.S. DEPARTMENT OF ENERGY
Reel/Frame 035284/0726 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 7, 2014
From: VALDEZ, CARLOS A.; WILLIAMS, AUDREY M.
To: LAWRENCE LIVERMORE NATIONAL SECURITY, LLC
Reel/Frame 032619/0717 →
Continuity (4)
Provisional Application 61790393 · Mar 15, 2013
Provisional Application 61790019 · Mar 15, 2013
Provisional Application 61790757 · Mar 15, 2013
Related Publication 20140273250A1 · Sep 18, 2014