US 11,851,410 B2
Sensors for detection of negatively charged phosphate-containing membranes and membrane components
Patrick Thomas Gunning, Mississauga (CA); Dziyana Kraskouskaya, Misssissauga (CA); Aaron Cabral, Mississauga (CA); Bronte Murcar-Evans, Mississauga (CA); Krimo Toutah, Mississauga (CA); and Elvin De Araujo, Mississauga (CA)
Assigned to The Governing Council of the University of Toronto, Toronto (CA)
Appl. No. 16/652,733
Filed by THE GOVERNING COUNCIL OF THE UNIVERSITY OF TORONTO, Toronto (CA)
PCT Filed Oct. 1, 2018, PCT No. PCT/CA2018/051231
§ 371(c)(1), (2) Date Apr. 1, 2020,
PCT Pub. No. WO2019/068177, PCT Pub. Date Apr. 11, 2019.
Claims priority of provisional application 62/566,699, filed on Oct. 2, 2017.
Prior Publication US 2020/0270218 A1, Aug. 27, 2020
Int. Cl. C07D 417/00 (2006.01); C07D 257/02 (2006.01); C07C 233/44 (2006.01); C07C 309/65 (2006.01); C07D 213/38 (2006.01); G01N 21/64 (2006.01)
CPC C07D 257/02 (2013.01) [C07C 233/44 (2013.01); C07C 309/65 (2013.01); C07D 213/38 (2013.01); G01N 21/64 (2013.01)] 11 Claims
 
1. A method of detecting negatively charged phosphate-containing membrane components comprising:
(a) combining a solution of a sample suspected of comprising negatively charged phosphate-containing membrane components with a solution comprising a compound of Formula V, or a metal chelate salt thereof:

OG Complex Work Unit Chemistry
wherein
L2 is a linker group selected from C1-20alkylene, C2-20alkenylene, C2-20alkynylene and C3-10-cycloalkylene, or a combination thereof, each of which is optionally oxo-substituted (═O) 1-3 times, and in which 1-3 carbon atoms are optionally replaced with a heteromoiety selected from NH, O, S and Si; and
R3 is selected from

OG Complex Work Unit Chemistry
(b) detecting a fluorescence signal;
wherein detection of the fluorescence signal in (b) indicates that the sample comprises negatively charged phosphate-containing membrane components.