Vibrational spectra and conformations for chiral opiates in changing solvents

References

• Casy, A. F.; Parfitt, R. T. 1986 Opioid Analgesics, Chemistry and Receptors, Plenum Press: New York.
   Google Scholar
• Cox, B. M. Endogenous Opioid Peptides: A Guide to Structures and Terminology. Life Sci 1982, 31, 1645–1658. doi:10.1016/0024-3205(82)90179-5
   PubMed Web of Science ®Google Scholar
• Gilli, P.; Ferretti, V.; Gilli, G.; Borea, P. A. Enthalpy-Entropy Compensation in Drug-Receptor Binding. J. Phys. Chem. 1994, 98, 1515–1518. doi:10.1021/j100056a024
   Web of Science ®Google Scholar
• Nielsen, B. G.; Jensen, M.; Bohr, H. G. The Side-Chain Conformation Distribution of Enkephalin Affects Its Selectivity for mu and Delta Opiate Receptors. Euro. Biophys. J. 2004, 32, 216–221.
   Google Scholar
• Nguyen, L. A.; He, H.; Pham-Huy, C. Chiral Drugs: An Overview. Int. J. Biomed. Sci. 2006, 2, 85–100.
   PubMedGoogle Scholar
• Bertaso, A.; Musile, G.; Gottardo, R.; Seri, C.; Tagliaro, F. Chiral Analysis of Methorphan in Opiate-Overdose Related Deaths by Using Capillary Electrophoresis. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 2015, 1000, 130–135. doi:10.1016/j.jchromb.2015.07.024
   PubMed Web of Science ®Google Scholar
• Weiskopf, R. B. editor; Nau, C.; Strichartz, G. R. Drug Chirality in Anesthesia. Anesthesiology 2002, 97, 497–502.
   PubMed Web of Science ®Google Scholar
• Rincon, D. A.; Natalia, M.; Cordeiro, D. S.; Mosquera, R. A. Theoretical Study of Morphine and Heroin. Int. J. Quantum Chem. 2010, 110, n/a–2482. doi:10.1002/qua.22851
   Web of Science ®Google Scholar
• Portoghese, P. S. Impact of Recombinant DNA Technology and Molecular Modeling on the Practice of Medical Chemistry: Structure-Activity Analysis of Opioid Ligands. Am. J. Pharm. Educ 1999, 63, 342–347.
   Web of Science ®Google Scholar
• McFadyen, I. J.; Ho, J. C.; Mosberg, H. I.; Traynor, J. R. Modifications of the Cyclic mu Receptor Selective Tetrapeptide Tyr-c[D-Cys-Phe-D-Pen]NH2 (Et): Effects on Opioid Receptor Binding and Activation. J. Pept. Res. 2000, 55, 255–261. doi:10.1034/j.1399-3011.2000.00177.x
   PubMedGoogle Scholar
• Wang, C.; McFadyen, I. J.; Traynor, J. R.; Mosberg, H. I. Design of High Affinity Peptidomimetic Opioid Agonist from Peptide Pharmacophore Models. Bioorg. Med. Chem. Lett. 1998, 8, 2685–2688. doi:10.1016/S0960-894X(98)00472-7
   PubMed Web of Science ®Google Scholar
• Shenderovich, M.; Nikiforovich, G. V.; Golbraikh, A. A. Conformational Features Responsible for the Binding of Cyclic Analogues of Enkephalin to Opioid receptors. III. Probable binding conformations of mu-agonists with phenylalanine in position 3. Int. J. Pept. Protein Res. 1991, 37, 241–251. doi:10.1111/j.1399-3011.1991.tb00736.x
   PubMedGoogle Scholar
• Pastore, A.; Temussi, P. A.; Salvadori, S.; Tomatis, R.; Mascagni, P. A. A Conformational Study of the Opioid Peptide Dermorphin by One-Dimensional and Two–Dimensional Nuclear Magnetic Resonance Spectroscopy. Biophys. J. 1985, 48, 195–200. doi:10.1016/S0006-3495(85)83772-3
   PubMed Web of Science ®Google Scholar
• Nikiforovich, G. V.; Prakash, O. M.; Gehrig, C. A.; Hruby, V. J. Solution Conformations of the Peptide Backbone for DPDPE and Its beta-MePhe4-Substituted Analogs. Int. J. Pept. Protein Res. 1993, 41, 347–361. doi:10.1111/j.1399-3011.1993.tb00451.x
   PubMedGoogle Scholar
• Tourwé, D.; Verschueren, K.; Frycia, A.; Davis, P.; Porreca, F.; Hruby, V. J.; Toth, G.; Jaspers, H.; Verheyden, P.; Van Binst, G. Conformational Restriction of Tyr and Phe Side Chains in Opioid Peptides: Information about Preferred and Bioactive Side‐Chain Topology. Biopolymers 1996, 38, 1–12. doi:10.1002/(SICI)1097-0282(199601)38:1<1::AID-BIP1>3.0.CO;2-#
   PubMed Web of Science ®Google Scholar
• Sch�Fer, H.; Daura, X.; Mark, A. E.; van Gunsteren, W. F. Entropy Calculations on a Reversibly Folding Peptide: Changes in Solute Free Energy Cannot Explain Folded Behavior. Proteins 2001, 43, 45–56. doi:10.1002/1097-0134(20010401)43:1<45::AID-PROT1016>3.0.CO;2-N
   PubMed Web of Science ®Google Scholar
• Rincon, D. A.; Cordeiro, M. N. D. S.; Mosquera, R. A. Theoretical Study of Morphine and Heroine. Int. journal of Quantum Chem 2010, 110, 2472–2482.
   Web of Science ®Google Scholar
• Greisen, P. Jr. Computer Simulations - from Peptides to Metalloenzymes, Molecular Dynamics Simulation of the D/L-Dermorphin Isomeric Peptides. Danish Technical University Ph.D. Thesis. Physics Dept. Chapters 2011, 1-7, 33–119.
   Google Scholar
• Thilak, T.; Ahamed, M. B.; Marudhu, G.; Vinitha, G. Effect of KDP on the Growth, Thermal and Optical Properties of L-Alanine Single Crystals. Arabian J. Chemistry 2016, 9, 676–680. doi:10.1016/j.arabjc.2013.04.022
   Web of Science ®Google Scholar
• McDermott, M. L.; Vanselous, H.; Corcelli, S. A.; Petersen, P. B. DNA's Chiral Spine of Hydration. ACS Cent Sci 2017, 3, 708–714. doi:10.1021/acscentsci.7b00100
   PubMed Web of Science ®Google Scholar
• Scolnik, Y.; Portnaya, I.; Cogan, U.; Tal, S.; Haimovitz, R.; Fridkin, M.; Elitzur, A. C.; Deamer, D. W.; Shinitzky, M. Subtle Differences in Structural Transitions between poly-L- and poly-D-Amino Acids of Equal Length in Water. Phys. Chem. Chem. Phys. 2006, 8, 333–339. doi:10.1039/b513974k
   PubMed Web of Science ®Google Scholar