Multimode Selective Detection of Mercury by Chiroptical Fluorescent Sensors Zhaohua Dai Department of Chemistry and Physical Sciences Pace University 242nd ACS National Meeting, Denver 08/28/2011
Mercury Pollution
Minamata Tragedy: Mercury
S-containing Fluorescent Hg(II) Sensors 1, Li(I); 2, Na(I); 3, Rb(I); 4, Mg(II); 5, Ca(II); 6, Sr(II); 7, Ba(II); 8, Cr(III); 9, Mn(II); 10, Fe(II); 11, Co(II); 12, Ni(II); 13, Cu(II); 14, Zn(II); 15, Cd(II); 16, Hg(II); 17, Pb(II) E. M. Nolan, S. J. Lippard J. AM. CHEM. SOC. 2003, 125, 14270-14271
Chiral Fluorescent Probes for Hg2+ Higher Selectivity against Zn2+/Cu2+ Stereochemical Control 2. Better contrast Fertile Optical Information: Differential Circularly Polarized Fluorescence Excitation (CPE) 5
1st Generation
UV Hg-Sensing by MethBQA in CH3CN Sensor: 10 mM
Fluorescence Hg-Sensing by MethBQA in CH3CN
CD Hg-Sensing by MethBQA in CH3CN
UV Hg-Sensing by MethBQA in 7:3 H2O/CH3CN
Fluorescence Hg-Sensing by MethBQA in 7:3 H2O/CH3CN
Fluorescence Hg-Sensing by MethBQA in 7:3 H2O/CH3CN
CD Hg-Sensing by CysBQA in 7:3 H2O/CH3CN Kd, Hg= 4.7 ×10-7 M Kd, Zn= 1.7 ×10-6 M.
CD Response of CysBQA to Other Metal Ions
Mechanism of Different CD Responses
Multimode Selective Detection Chirality, in press
2nd Generation Sensors We intend to use these ligands to further develop CPE. 18
3rd Generation
Acknowledgements Patrick Carney Amanda Mickley Wenyao Nick Zhang Nikhil Khosla Layanne Valdez Tahshee Washington Cho Tan Christine Toledo Maykel Khilla Steven Lopez (NYU) Kirill Grinberg (Midwood High) Jennifer Lee (NYU) Michael Isaacman Prof. James Canary (NYU) Research Corporation for Science Advancement Petroleum Research Fund Pace University (Scholarly Research Fund, Kenan Fund, etc)