IP Library › Granted Patent US 10,222,380
Granted Patent B2
US 10,222,380 · App. 15/505,197 · Granted Mar 5, 2019

Organotellurium compounds, compositions and methods of use thereof

Inventors: Mark Nitz (Toronto, CA); Landon J. Edgar (Midhurst, CA); Bradley G. Wouters (Toronto, CA); David Hedley (Toronto, CA); Lisa M. Willis (Toronto, CA); Matthew A. Lumba (Toronto, CA); Hanuel Park (London, CA); Ravi N. Vellanki (Toronto, CA)
Assignees: The Governing Council of the University of Toronto; University Health Network
G01N33/58C07D345/00C07D421/06C07H15/04G01N33/569G01N2458/15G01N2560/00
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,222,380
App. No.
15/505,197
Granted
Mar 5, 2019
Kind
B2
Abstract

A compound of formula (I) as described herein and methods and uses thereof as probes in the mass tagging of biosensors or biologically active materials for use in mass cytometry analysis of tissue samples such as in the detection, labelling and quantification of oxygen-deprived cells by using, for example, tellurophene-tagged 2-nitroimidazole.

Claims (19)

1. A kit capable of mass detection assay, the kit comprising:

a plurality of organotellurophene compounds of the below formula;

 wherein

A is a naturally occurring isotope of Te;

R 1 is selected from H, unsubstituted or substituted C 1 -C 20 alkyl, unsubstituted or substituted C 3 -C 20 cycloalkyl, unsubstituted or substituted aryl and an electron withdrawing group;

L is C 1-20 alkylene, unsubstituted or substituted with one or more substituents, and/or optionally interrupted with one or more heteromoieties independently selected from O, S, NR 7 , and/or optionally interrupted with one or more of C(O) and C(S);

R 7 is independently selected from H, protecting group (PG) and C 1-6 alkyl;

Z is an enzyme substrate selected from oxidoreductase substrates, xanthine substrates, P450 substrates, glycosyl hydrolase substrates, lipase substrates, phosphatase substrates, kinase substrates, and protease substrates; an affinity agent selected from antibodies or binding fragment thereof, aptamer, avidin reagent, nucleic acid and lectin, or a thiol reactive functional group; and/or a salt and/or solvate thereof; and

wherein each compound comprises a distinct tellurium isotope.

2. The kit of claim 1 , wherein one or more of the plurality of compounds comprise the enzyme substrate.

3. The kit of claim 2 , wherein the enzyme substrate is an oxidoreductase substrate.

4. The kit of claim 1 , wherein one or more of the plurality of compounds comprise the affinity reagent.

5. The kit of claim 4 , wherein the affinity reagent is an antibody.

6. The kit of claim 1 , wherein one or more of the plurality of compounds comprises the thiol reactive functional group.

7. The kit of claim 1 , wherein one or more of the plurality of compounds comprises a tellurophene heterocycle.

8. The kit of claim 1 , wherein the plurality of compounds are packaged as barcoding reagents.

9. The kit of claim 1 , wherein the thiol reactive functional group is maleimide.

10. The kit of claim 9 , wherein one or more of the plurality of compounds are of the below formula:

11. The kit of claim 3 , wherein the oxidoreductase substrate is 2-nitroimidazole.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 24, 2017
From: HEDLEY, DAVID W; WOUTERS, BRADLY G
To: UNIVERSITY HEALTH NETWORK
Reel/Frame 041374/0583 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 24, 2017
From: HEDLEY, DAVID W; WOUTERS, BRADLY G; VELLANKI, RAVI N
To: UNIVERSITY HEALTH NETWORK
Reel/Frame 041374/0878 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 24, 2017
From: HEDLEY, DAVID W; WOUTERS, BRADLY G; VELLANKI, RAVI N
To: UNIVERSITY HEALTH NETWORK
Reel/Frame 041375/0278 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 24, 2017
From: NITZ, MARK; EDGAR, LANDON; WILLIS, LISA; LUMBA, MATTHEW; PARK, HANUEL
To: THE GOVERNING COUNCIL OF THE UNIVERSITY OF TORONTO
Reel/Frame 041375/0553 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 24, 2017
From: NITZ, MARK; EDGAR, LANDON; PARK, HANUEL; LUMBA, MATTHEW A; WILLIS, LISA M
To: THE GOVERNING COUNCIL OF THE UNIVERSITY OF TORONTO
Reel/Frame 041375/0686 →
Continuity (3)
Provisional Application 62165002 · May 21, 2015
Provisional Application 62039762 · Aug 20, 2014
Related Publication 20170269094A1 · Sep 21, 2017