US 7,491,544 B2
Chiral piperidine and quinucledine ligands
James Canary, New York, N.Y. (US); and Zhaohua Dai, Brooklyn, N.Y. (US)
Assigned to New York University, New York, N.Y. (US)
Filed on May 20, 2003, as Appl. No. 10/441,262.
Claims priority of provisional application 60/381335, filed on May 20, 2002.
Claims priority of provisional application 60/408880, filed on Sep. 09, 2002.
Prior Publication US 2004/0110304 A1, Jun. 10, 2004
Int. Cl. G01N 33/20 (2006.01); G01N 21/76 (2006.01); G01N 33/53 (2006.01); G01N 21/64 (2006.01); G01N 21/66 (2006.01)
U.S. Cl. 436—81  [436/172; 436/800; 422/82.07; 422/82.08] 8 Claims
OG exemplary drawing
 
1. In a method of detecting Zn(II) in a sample in the presence of interfering ions by fluorescent sensing, comprising combining the sample with a chemosensor that binds preferentially to Zn(II) in the presence of Cu(II) ions and subjecting the sample to light of a wavelength of from 350 nm to 540 nm wherein a compound having the following formula is used as a fluorescent chemosensor:

OG Complex Work Unit Drawing
wherein
A is nitrogen;
D1 is carbon or nitrogen;
D2, D3 and D4 are carbon or nitrogen and can be the same or different;
Z1, Z2, Z3 are the same or different, and are chiral atoms;
R1, R2, and R3 are the same or different and are hydrogen, alkyl, substituted alkyl, aryl, heteroaryl or substituted aryl and if R3 is H, then Y3 and R6 are not present;
Y1, Y2 and Y3 are the same or different and are selected from the group consisting of (a) moieties that contain an atom that coordinates to Zn(II) and (b) chromophores capable of absorbing light, wherein at least one of Y1, Y2 and Y3 binds to zinc;
wherein the moieties capable of binding to Zn(II) are selected from the group consisting of C1-C20 alkyl, substituted C1-C20 alkyl, aryl having up to 20 carbon atoms, heteroaryl and aryl;
R4, R5 and R6 are selected from the group consisting of C1-C20 alkyl, substituted C1-C20 alkyl, aryl having up to 20 carbon atoms, substituted aryl, halide, hydroxyl, alkoxy, carboxyl acid groups, amino groups, and amide groups;
R4, R5 and R6 are optionally connected to form at least one other ring; and
detecting fluorescence when the fluorescent chemosensor binds to Zn (II).