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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
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Mercury Pollution
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Minamata Tragedy: Mercury
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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,
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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
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1st Generation
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UV Hg-Sensing by MethBQA in CH3CN
Sensor: 10 mM
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Fluorescence Hg-Sensing by MethBQA in CH3CN
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CD Hg-Sensing by MethBQA in CH3CN
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UV Hg-Sensing by MethBQA in 7:3 H2O/CH3CN
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Fluorescence Hg-Sensing by MethBQA in 7:3 H2O/CH3CN
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Fluorescence Hg-Sensing by MethBQA in 7:3 H2O/CH3CN
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CD Hg-Sensing by CysBQA in 7:3 H2O/CH3CN
Kd, Hg= 4.7 ×10-7 M Kd, Zn= 1.7 ×10-6 M.
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CD Response of CysBQA to Other Metal Ions
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Mechanism of Different CD Responses
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Multimode Selective Detection
Chirality, in press
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2nd Generation Sensors We intend to use these ligands to further develop CPE. 18
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3rd Generation
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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)
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