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Nicotine Binding to Brain Receptors Requires a Strong Cation-π
Interaction X. Xiu*, N. L. Puskar*, J. A. P. Shanata, H. A. Lester, and D.
A. Dougherty, Nature, 2009, 458, 534-537.
Single-molecule Imaging of a Fluorescent Unnatural Amino Acid
Incorporated into Functional Nicotinic Acetylcholine Receptors, R. Pantoja,
E. A. Rodriguez, M. I. Dibas, D. A. Dougherty, and H. A. Lester Biophys. J.,
2009,
96,
226-237.
Long-Range Coupling in an Allosteric Receptor Reveals a
Residue’s Function, K. R. Gleitsman*, J. A. P. Shanata*, S. J.
Frazier, H. A. Lester, and D. A. Dougherty, Biophys.J. 2009, 96, 3168-3178.
A Stereochemical Test of a Proposed Mechanism for Nicotinic Receptor
Gating, A. P. Hanek, H. A. Lester and D. A. Dougherty, J. Am. Chem. Soc., 2008, 130,
13216-13218.
An Intersubunit Hydrogen Bond in the Nicotinic Acetylcholine Receptor
that Contributes to Channel Gating, K. R. Gleitsman*, S. M. A. Kedrowski*,
H. A. Lester and D. A. Dougherty, J. Biol. Chem, 2008, 283, 35638-35643.
A hydrogen bond in Loop A is critical for binding and function of the
5-HT3 receptor. K.
L. Price, K. S. Bower, A. J. Thompson, H. A. Lester, D. A. Dougherty, and S. C. R. Lummis, Biochemistry,
2008,
47,
6370-6377.
Physical Organic Chemistry on the Brain, D. A. Dougherty, J. Org. Chem.
2008,
73, 3667-3673.
Cys-loop Neuroreceptors:
Structure to the Rescue?, D. A. Dougherty, Chem. Rev., 2008, 108, 1642-1653.
Electrostatic Contributions of Aromatic Residues in the Local Anesthetic
Receptor of Voltage-gated Sodium Channels, C. A. Ahern, A. L. Eastwood, D.
A. Dougherty, and R. Horn, Circulation
Res., 2008,
102, 86-94.
Confirming the Revised C-terminal Domain of the MscL Crystal Structure, J.
A. Maurer, D. E. Elmore, D. Clayton, H. A. Lester, D. A. Dougherty, Biophys.J., in press.
Improved Amber and Opal Suppressor tRNAs for Incorporation of Unnatural
Amino Acids In Vivo, Part 2: Evaluating Suppression Efficiency, E. A.
Rodriguez, H. A. Lester, D. A. Dougherty, RNA, 2007,
13, 1715-1722.
Improved Amber and Opal Suppressor tRNAsfor Incorporation of Unnatural
Amino AcidsIn Vivo, Part 1: Minimizing Misacylation, E. A. Rodriguez, H. A.
Lester, D. A. Dougherty, RNA,
2007, 13,
1703-1714.
1-Oxo-5-hydroxytryptamine: A Surprisingly Potent Agonist of the 5-HT3
(Serotonin) Receptor. S. M. A. Kedrowski, K. S. Bower, D. A. Dougherty, Org. Lett., 2007, 9, 3205-3207.
5-Fluorotryptamine is a partial agonist at 5-HT3 receptors, and reveals
that size and electronegativity at the 5 position of tryptamine are
critical for efficient receptor function. K. S. Bower, K. L.Price, L. E.
Sturdee, D. A. Dougherty, S. C. R. Lummis, Eur. J. Pharm., 2008,
580, 291-297.
Reconstitution of Ion Channels in Agarose-Supported Silicon Orifices, J. A.
Maurer, V. E. White, D. A. Dougherty, J. L. Nadeau, Biosensors Bioelectronics, 2007, 22, 2577-2584.
Calcium Block of Single Sodium Channels. Role of a Pore-lining Aromatic
Residue, V. P. Santarelli, A. L. Eastwood, D. A. Dougherty, C. A. Ahern, R.
Horn, Biophys.
J., 2007, 93,
2341-2349.
Establishing an Ion Pair in the GABAC Receptor that
Contributes to the Gating Pathway, J. Wang, H. A. Lester, D. A. Dougherty, J. Biol.
Chem., 2007,
282,
26210-26216.
A Cation-π Interaction Discriminates Among Sodium Channels that are
either Sensitive or Resistant to Tetrodotoxin Block, V. P. Santarelli, A.
L. Eastwood, D. A. Dougherty, R. Horn, C. A. Ahern, J. Biol. Chem., 2007, 282, 8044-8051.
Chemical-Scale Studies on the Role of a Conserved Aspartate in
Preorganizing the Agonist Binding Site of the Nicotinic Acetylcholine
Receptor, A. L. Cashin, M. M.
Torrice, K. A. McMenimen, H. A. Lester, D. A. Dougherty, Biochemistry,
2007,
46,
630-639.
Unnatural Amino Acid Mutagenesis of the GABAA Receptor
Binding Site Residues Reveals a Novel Cation-π Interaction Between GABA and
b2 Tyr97. Padgett C.L., Hanek A.P.,
Lester H.A., Dougherty D.A. and Lummis S.C.R., J. Neurosci., 2007, 27, 886-892.
A Cation-π Interaction between Extracellular TEA and an Aromatic Residue
in Potassium Channels, C. A. Ahern, A. L. Eastwood, H. A. Lester and D. A.
Dougherty and
Richard Horn, J. Gen. Phys. 2006, 128, 649-657.
Probing the Mg2+ Blockade Site of an NMDA Receptor with
Unnatural Amino Acid Mutagenesis, K. A. McMenimen, E. J. Petersson, H. A.
Lester, D, A. Dougherty ACS Chem..
Biol., 2006, 1, 227-234.
Voltage-Dependent Hydration and Conduction Properties of the Hydrophobic
Pore of the MscS Channel. S. A. Spronk, D. E. Elmore, D. A. Dougherty, Biophys. J.,
2006,
90,
3555-3569.
In Vivo
Incorporation of Multiple Unnatural Amino Acids Using Nonsense and
Frameshift Suppression. E. A.
Rodriguez, H. A. Lester, and D. A. Dougherty, Proc. Natl. Acad. Sci. (USA), 2006, 103,
8650-8655.
A Unified View of the Role of Electrostatic Interactions in Modulating
the Gating of Cys Loop Receptors. Xinan Xiu, Ariele P. Hanek, Jinti Wang,
Henry A. Lester, and Dennis A. Dougherty, J. Biol. Chem., 2005, 280, 41655-41666.
A Cation-pi Binding Interaction with a Tyrosine in the Binding Site of the
GABAC Receptor. Sarah CR Lummis, Darren L Beene, Neil J. Harrison, Henry A.
Lester, and Dennis A. Dougherty, Chem. Biol. 2005, 12, 993-997.
Cis-trans Isomerization at a Proline Opens the Pore of a
Neurotransmitter-gated Ion Channel. Sarah C.R. Lummis, Darren L. Beene,
Lori W. Lee, Henry A. Lester, R. William Broadhurst, and Dennis A.
Dougherty, Nature,
2005,
438,
248-252.
Caged Phosphoproteins Deborah M. Rothman, E. James Petersson, M. Eugenio
Vázquez, Gabriel S. Brandt, Dennis A. Dougherty*, Barbara Imperiali1* J. Am. Chem.
Soc., 2005,
127,
846-847.
Using Physical Chemistry to Differentiate Nicotinic from Cholinergic
Agonists at the Nicotinic Acetylcholine Receptor, Amanda L. Cashin, E.
James Petersson, Henry A. Lester, and Dennis A. Dougherty J. Am. Chem.
Soc., 2005,
127,
350-356.
Cys-loop Receptors: New Twists and Turns H, A. Lester, M. I. Dibas, D.
S. Dahan, J. F. Leite and D. A. Dougherty Trends Neurosci, 2004, 27,
329-336.
Tyrosine Residues That Control Binding and Gating in the
5-Hydroxytryptamine3 Receptor Revealed by Unnatural Amino Acid Mutagenesis.
Darren L Beene, Kerry L Price, Henry A Lester, Dennis A Dougherty &
Sarah CR Lummis, J. Neurosci., 2004, 24, 9097-9104.
A fluorophore attached to nicotinic acetylcholine receptor bM2 detects
productive binding of agonist to the ad site. D.S. Dahan, V. A. Auyeung, D.
A. Dougherty, and H. A. Lester, Proc. Natl. Acad. Sci. (USA), 2004, 101,
10195-10200.
Total chemical synthesis, vesicle-reconstitution and
electrophysiological characterization of the mechanosensitive channels of
large conductance from Escherichia coli and Mycobacterium Tuberculosis. D.
Clayton, G. Shapovalov, J. A. Maurer, D. A. Dougherty, H. A. Lester and G. Kochendoerfer,
Proc. Natl. Acad. Sci. (USA), 2004, 101, 4764-4769.
Investigation of Apparent Mass Deviations in Electrospray Ionization
Tandem Mass Spectrometry of a Benzophenone Labeled Peptide John F. Leite,
Dennis A. Dougherty, Henry A. Lester and Mona Shahgholi, Rapid Comm. Mass
Spect., 2003,
17, 1677-1684
Identification of Nicotinic Acetylcholine Receptor a1 Gating-Dependent
Molecular Motions Using Electrophysiology-Coordinated Photochemistry and
Mass Spectrometry. J. F. Leite, M. P. Blanton, M. Shahgholi, D. A.
Dougherty, and H. A. Lester, Proc. Natl. Acad. Sci. USA, 2003,
100, 13054-13059.
Investigating Lipid Composition Effects on the Mechanosensitive Channel
of Large Conductance (MscL) Using Molecular Dynamics Simulations Donald E.
Elmore and Dennis A. Dougherty, Biophysical J., 2003, 85, 1512-1524
Unnatural Amino Acid Mutagenesis in Mapping Ion Channel Function. D. L.
Beene, D. A. Dougherty, and H. A. Lester, Curr. Opin. Neurobiol. 2003, 13,
264-270.
Site-specific Incorporation of Unnatural Amino Acids into Receptors
Expressed in Mammalian Cells. S. L. Monahan, H. A. Lester, and D. A.
Dougherty, Chem.
Biol., 2003,
10,
573-580.
Different Binding Orientations for the Same Agonist at Homologous
Receptors: A Lock and Key or a Simple Wedge? T. W. Mu, H. A. Lester, and D.
A. Dougherty, J. Am. Chem. Soc., 2003, 125, 6850-6851.
Generation and Evaluation of a Large Mutational Library from the
Escherichia coli Mechanosensitive Channel of Large Conductance, MscL:
Implications for Channel Gating and Evolutionary Design. J. A. Maurer and
D. A. Dougherty, J. Biol. Chem., 2003, 278, 21076-21082.
Caging Proteins Through Unnatural Amino Acid Mutagenesis. E. J.
Petersson, G. S. Brandt, N. M. Zacharias, D. A. Dougherty, and H. A.
Lester, Methods
in Enzymololgy, 2003, 360, 258-73.
A Perturbed pKa at the Binding Site of the Nicotinic Acetylcholine
Receptor: Implications for Nicotine Binding. E. J. Petersson, A. Choi, D.
S. Dahan, H. A. Lester, and D. A. Dougherty, J. Am. Chem. Soc., 2002, 124,
12662-12663.
Cation-pi Interactions in Ligand Recognition at Serotonergic (5-HT3A)
and Nicotine Acetylcholine Receptors. The Anomalous Binding Properties of
Nicotine. D. L. Beene, G. S. Brandt, W. Zhong, N. M. Zacharias, H. A. Lester,
and D. A. Dougherty, Biochemistry, 2002, 41, 10262-10269.
Cation-pi Interactions in Ligand Recognition and Catalysis. N. Zacharias
and D. A. Dougherty, Trends Pharmacol. Sci., 2002, 23 (6), 281-287.
MALDI-TOF Mass Spectrometry Methods for Evaluation of in vitro
Aminoacyl tRNA Production. E. J. Petersson, M. Shahgholi, H. A. Lester, and
D. A. Dougherty, RNA, 2002, 8, 542-547.
A High-Throughput Screen for MscL Channel Activity and Mutational
Phenotyping. J. A. Maurer and D. A. Dougherty, Biochim. Biophys. Acta, 2001, 1514,
165-169.
Incorporation of Caged Cysteine and Caged Tyrosine into a Transmembrane
Segment of the Nicotinic Acetylcholine Receptor. K. D. Philipson, J. P.
Gallivan, G. S. Brandt, D. A. Dougherty, and H. A. Lester. Am. J. Physiol
Cell Physiol, 2001, 281, C195-C206.
Molecular Dynamics Simulations of Wild type and Mutant Forms of the M.
tuberculosis MscL Channel. D. E. Elmore and D. A. Dougherty, Biophys. J.,
2001,
81,
1345-1359.
Tyrosine Decaging Leads to Substantial Membrane Trafficking during
Modulation of an Inward Rectifier Potassium Channel. Y. Tong, G. S. Brandt,
M. Li, G. Shapovalov, E. Slimko, A. Karschin, D. A. Dougherty, and H. A.
Lester, J.
Gen. Phys., 2001, 117, 103-118.
The Tethered Agonist Approach to Mapping Ion Channel Proteins — Toward a
Structural Model for the Agonist Binding Site of Nicotinic Acetylcholine
Receptor. L. Li, W. Zhong, N. Zacharias, C. Gibbs, H. A. Lester, and D. A.
Dougherty, Chem.
Biol., 2001,
8,
47-58.
Comparing and Contrasting Escherichia coli and Mycobacterium tuberculosis
Mechanosensitive Channels (MscL). New Gain of Function Mutations in the
Loop Region. J. A. Maurer, D. E. Elmore, H. A. Lester, and D. A. Dougherty,
J. Biol.
Chem., 2000,
275 (29),
22238-22244.
A Computational Study of Nicotine Conformations in the Gas Phase and in
Water. D. E. Elmore and D. A. Dougherty, J. Org. Chem., 2000, 65 (3), 742-747.
Probing the Role of a Conserved M1 Proline Residue in
5-Hydroxytryptamine3 Receptor Gating. H. Dong,
P. M. England, S. S. Farivar, D. A. Dougherty, and H. A. Lester, Mol.
Pharmacol., 2000, 57, 1114-1122.
Mapping Disulfide Connectivity Using Backbone Ester Hydrolysis. P. M.
England, H. A. Lester, and D. A. Dougherty, Biochemistry, 1999, 38, 14409-14415.
A Computational Study of Cation-pi Int Interactions vs. Salt Bridges in
Aqueous Media: Implications for Protein Engineering. J. P. Gallivan and D.
A. Dougherty, J. Am. Chem. Soc., 2000, 122 (5), 870-874.
Cation-pi Interactions in Structural Biology. J. P. Gallivan and D. A.
Dougherty, Proc.
Natl. Acad. Sci. USA, 1999, 96, 9459-9464.
Incorporation of Esters into Proteins: Improved Synthesis of Hydroxyacyl
tRNAs. P. M. England, H. A. Lester, D. A. Dougherty, Tetrahedron Lett.,1999, 40,
6189-6192.
Backbone Mutations in Transmembrane Domains of a Ligand-Gated Ion
Channel: Implications for the Mechanism of Gating. P. M. England, Y. Zhang,
D. A. Dougherty, and H. A. Lester, Cell, 1999, 96, 89-98.
A Selective Receptor for Arginine Derivatives in Aqueous Media.
Energetic Consequences of Salt Bridges that are Highly Exposed to Water. S.
M. Ngola, P. C. Kearney, S. Mecozzi, K. Russell, and D. A. Dougherty, J. Am. Chem.
Soc., 1999,
121,
1192-1201.
From Ab Initio Quantum Mechanics to Molecular Neurobiology: A Cation-pi
Binding Site in the Nicotinic Receptor. W. Zhong, J. P. Gallivan, Y. Zhang,
L. Li, H. A. Lester, and D. A. Dougherty, Proc. Natl. Acad. Sci. (USA), 1998, 95,
12088-12093.
Flash Decaging of Tyrosine Sidechains in an Ion Channel. J. C. Miller,
S. K. Silverman, P. M. England, D. A. Dougherty, and H. A. Lester, Neuron, 1998, 20,
619-624.
In Vivo Incorporation of Unnatural Amino Acids into Ion Channels in a Xenopus
Oocyte Expression System. M. W. Nowak, J. P. Gallivan, S. K. Silverman, C.
G. Labarca, D. A. Dougherty, and H. A. Lester, in Methods in Enzymology, 1998, 293, Ion Channels,
Part B, E. P. Conn, Ed., Academic Press: San Diego, pp. 504-529.
Site-Specific Incorporation of Biotinylated Amino Acids as a Means to
Identify Surface Exposed Residues in Integral Membrane Proteins. J. P.
Gallivan, H. A. Lester, and D. A. Dougherty, Chem. Biol., 1997, 4, 739-749.
Is the Brain Ready for Physical Organic Chemistry? D. A. Dougherty, J. Phys. Org.
Chem., 1998,
11,
334-340.
Site-Specific, Photochemical Proteolysis Applied to Ion Channels In
Vivo. P. M. England, H. A. Lester, N. Davidson, and D. A. Dougherty, Proc. Natl.
Acad. Sci. (USA), 1997, 94, 11025-11030.
The Cation-pi Interaction. J. C. Ma and D. A. Dougherty, Chem. Rev.,
1997,
97,
1303-1324.
Determinants of Nicotinic Receptor Gating in Natural and Unnatural Side
Chain Structures at the M2 9’ Position. P. C. Kearney, H. Zhang, W. Zhong,
D. A. Dougherty, and H. A. Lester, Neuron, 1996,17, 1221-1229.
Cation-pi Interactions in Aromatics of Biological and Medicinal
Interest: Electrostatic Potential Surfaces as a Useful Qualitative Guide.
S. Mecozzi, A. P. West, Jr., and D. A. Dougherty, Proc. Natl. Acad. Sci. USA, 1996, 93,
10566-10571.
Evidence for the Importance of Polarizability in Biomimetic Catalysis
Involving Cyclophane Receptors. S. M. Ngola and D. A. Dougherty, J. Org. Chem.,
1996,
61,
4355-4360.
Cation-pi Interactions in Simple Aromatics. Electrostatics Provide a
Predictive Tool. S. Mecozzi, A. P. West, Jr., and D. A. Dougherty, J. Am. Chem.
Soc., 1996,
118,
2307-2308.
Cation-pi Interactions in Chemistry and Biology. A New View of Benzene,
Phe, Tyr, and Trp. D. A. Dougherty, Science, 1996, 271, 163-168.
Nicotinic Receptor Binding Site Probed with Unnatural Amino-Acid
Incorporation in Intact Cells. M. W. Nowak, P. C. Kearney, J. R. Sampson,
M. E. Saks, C. G. Labarca, S. K. Silverman, W. Zhong, J. Thorson, J. N.
Abelson, N. Davidson, P. G. Schultz, D. A. Dougherty, and H. A. Lester, Science, 1995, 268,
439-442.
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