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Development of photoactivatable drugs enables nicotinic optopharmacology

Sambashiva Banala, Matthew C. Arvin, Nicolas M. Bannon, Xiao-Tao Jin, Yong Wang, Guiqing Zhao, John J. Marshall, Kyle R. Gee, David L. Wokosin, Anis Contractor, Henry A. Lester, View ORCID ProfileYevgenia Kozorovitskiy, View ORCID ProfileRyan M. Drenan, View ORCID ProfileLuke D. Lavis
doi: https://doi.org/10.1101/260232
Sambashiva Banala
1Janelia Research Campus, Howard Hughes Medical Institute, Ashburn, VA, USA
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Matthew C. Arvin
2Departments of Pharmacology, Northwestern University Feinberg School of Medicine, Chicago, IL, USA
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Nicolas M. Bannon
4Department of Neurobiology, Weinberg School of Arts and Sciences, Northwestern University, Evanston, IL, USA
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Xiao-Tao Jin
2Departments of Pharmacology, Northwestern University Feinberg School of Medicine, Chicago, IL, USA
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Yong Wang
2Departments of Pharmacology, Northwestern University Feinberg School of Medicine, Chicago, IL, USA
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Guiqing Zhao
2Departments of Pharmacology, Northwestern University Feinberg School of Medicine, Chicago, IL, USA
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John J. Marshall
3Departments of Physiology, Northwestern University Feinberg School of Medicine, Chicago, IL, USA
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Kyle R. Gee
5Molecular Probes, ThermoFisher, Eugene, OR, USA
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David L. Wokosin
3Departments of Physiology, Northwestern University Feinberg School of Medicine, Chicago, IL, USA
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Anis Contractor
3Departments of Physiology, Northwestern University Feinberg School of Medicine, Chicago, IL, USA
4Department of Neurobiology, Weinberg School of Arts and Sciences, Northwestern University, Evanston, IL, USA
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Henry A. Lester
1Janelia Research Campus, Howard Hughes Medical Institute, Ashburn, VA, USA
6Division of Biology and Biological Engineering, California Institute of Technology, Pasadena, CA, USA
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Yevgenia Kozorovitskiy
4Department of Neurobiology, Weinberg School of Arts and Sciences, Northwestern University, Evanston, IL, USA
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  • ORCID record for Yevgenia Kozorovitskiy
Ryan M. Drenan
2Departments of Pharmacology, Northwestern University Feinberg School of Medicine, Chicago, IL, USA
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  • For correspondence: lavisl@janelia.hhmi.org drenan@northwestern.edu
Luke D. Lavis
1Janelia Research Campus, Howard Hughes Medical Institute, Ashburn, VA, USA
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  • ORCID record for Luke D. Lavis
  • For correspondence: lavisl@janelia.hhmi.org drenan@northwestern.edu
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Abstract

Photoactivatable (‘caged’) pharmacological agents have revolutionized neuroscience but the palette of available ligands is limited. We describe a general method for caging tertiary amines using an unconventional quaternary ammonium linkage that is chemically stable and elicits a desirable red-shift in activation wavelength. A photoactivatable nicotine (PA-Nic) prepared using this strategy could be uncaged via 1- or 2-photon excitation, making it useful for optopharmacology experiments to study nicotinic acetylcholine receptors (nAChRs) in different experimental preparations and spatiotemporal scales.

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Posted February 05, 2018.
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Development of photoactivatable drugs enables nicotinic optopharmacology
Sambashiva Banala, Matthew C. Arvin, Nicolas M. Bannon, Xiao-Tao Jin, Yong Wang, Guiqing Zhao, John J. Marshall, Kyle R. Gee, David L. Wokosin, Anis Contractor, Henry A. Lester, Yevgenia Kozorovitskiy, Ryan M. Drenan, Luke D. Lavis
bioRxiv 260232; doi: https://doi.org/10.1101/260232
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Development of photoactivatable drugs enables nicotinic optopharmacology
Sambashiva Banala, Matthew C. Arvin, Nicolas M. Bannon, Xiao-Tao Jin, Yong Wang, Guiqing Zhao, John J. Marshall, Kyle R. Gee, David L. Wokosin, Anis Contractor, Henry A. Lester, Yevgenia Kozorovitskiy, Ryan M. Drenan, Luke D. Lavis
bioRxiv 260232; doi: https://doi.org/10.1101/260232

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