ACS Publications. Most Trusted. Most Cited. Most Read
My Activity
CONTENT TYPES

Hydrogen bond breaking potency of fluorocarbon anesthetics

Cite this: J. Med. Chem. 1974, 17, 8, 809–814
Publication Date (Print):August 1, 1974
https://doi.org/10.1021/jm00254a006
    ACS Legacy Archive

    Article Views

    134

    Altmetric

    -

    Citations

    LEARN ABOUT THESE METRICS
    Other access options

    Note: In lieu of an abstract, this is the article's first page.

    Free first page

    Read this article

    To access this article, please review the available access options below.

    Get instant access

    Purchase Access

    Read this article for 48 hours. Check out below using your ACS ID or as a guest.

    Recommended

    Access through Your Institution

    You may have access to this article through your institution.

    Your institution does not have access to this content. You can change your affiliated institution below.

    Cited By

    This article is cited by 44 publications.

    1. Pujarini Banerjee, Indrani Bhattacharya. Direct matrix isolation IR spectroscopic evidence of halogen bonding from a comparative study of complexes of CBr4 and CCl4with acetone and formic acid. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2021, 250 , 119355. https://doi.org/10.1016/j.saa.2020.119355
    2. Benjamin Michael Davis, Jonathan Brenton, Sterenn Davis, Ehtesham Shamsher, Claudia Sisa, Ljuban Grgic, M. Francesca Cordeiro. Assessing anesthetic activity through modulation of the membrane dipole potential. Journal of Lipid Research 2017, 58 (10) , 1962-1976. https://doi.org/10.1194/jlr.M073932
    3. S. Rajagopal, H. Fang, C. Lynch, J.J. Sando, G.L. Kamatchi. Effects of isoflurane on the expressed Cav2.2 currents in Xenopus oocytes depend on the activation of protein kinase C δ and its phosphorylation sites in the Cav2.2α1 subunits. Neuroscience 2011, 182 , 232-240. https://doi.org/10.1016/j.neuroscience.2011.02.041
    4. Hongling Zou, Jing Liu, J. Kent Blasie. Mechanism of Interaction between the General Anesthetic Halothane and a Model Ion Channel Protein, III: Molecular Dynamics Simulation Incorporating a Cyanophenylalanine Spectroscopic Probe. Biophysical Journal 2009, 96 (10) , 4188-4199. https://doi.org/10.1016/j.bpj.2009.01.054
    5. Yasushi Yamamoto, Keijiro Taga, Tadayoshi Yoshida, Hiroshi Kamaya, Issaku Ueda. Temperature dependence of thermodynamic activity in volatile anesthetics: Correlation between anesthetic potency and activity. Journal of Colloid and Interface Science 2006, 301 (2) , 488-492. https://doi.org/10.1016/j.jcis.2006.05.030
    6. Camille Sandorfy. The Site of Action of General Anesthetics - A Chemical Approach. Collection of Czechoslovak Chemical Communications 2005, 70 (5) , 539-549. https://doi.org/10.1135/cccc20050539
    7. C. Sándorfy. Hydrogen bonding and anaesthesia. Journal of Molecular Structure 2004, 708 (1-3) , 3-5. https://doi.org/10.1016/j.molstruc.2003.12.071
    8. Maurizio Gattoni, Alberto Boffi. The effect of isoflurane on erythrocyte membranes studied by ATR-FTIR. Biochimica et Biophysica Acta (BBA) - Biomembranes 2003, 1613 (1-2) , 72-78. https://doi.org/10.1016/S0005-2736(03)00139-1
    9. Issaku Ueda, Tadayoshi Yoshida. Hydration of lipid membranes and the action mechanisms of anesthetics and alcohols. Chemistry and Physics of Lipids 1999, 101 (1) , 65-79. https://doi.org/10.1016/S0009-3084(99)00056-0
    10. Akihiro Yoshino, Tadayoshi Yoshida, Hirofumi Okabayashi, Hiroshi Kamaya, Issaku Ueda. 19F and1H NMR and NOE Study on Halothane-Micelle Interaction: Residence Location of Anesthetic Molecules. Journal of Colloid and Interface Science 1998, 198 (2) , 319-322. https://doi.org/10.1006/jcis.1997.5322
    11. Issaku Ueda, Jang-Shing Chiou, P.R Krishna, Hiroshi Kamaya. Local anesthetics destabilize lipid membranes by breaking hydration shell: infrared and calorimetry studies. Biochimica et Biophysica Acta (BBA) - Biomembranes 1994, 1190 (2) , 421-429. https://doi.org/10.1016/0005-2736(94)90103-1
    12. Manfred Reitz, Kunti DasGupta, Ludwig Brandt. Detection of DNA damage in stimulated human lymphocytes after enflurane exposure in vitro. Environmental Research 1992, 59 (2) , 476-484. https://doi.org/10.1016/S0013-9351(05)80050-7
    13. Ikuko Tsukamoto, Kenji Ogli. Anesthetic—membrane interactions evaluated by taft's polarity parameters. Journal of Colloid and Interface Science 1992, 154 (1) , 17-23. https://doi.org/10.1016/0021-9797(92)90074-V
    14. Ikuko Tsukamoto, Satoshi Yokono, Kenji Ogli. Effects of high pressure on polarity change of the water-liposome interface induced by volatile anesthetics. Journal of Anesthesia 1992, 6 (4) , 433-438. https://doi.org/10.1007/s0054020060433
    15. Jang-Shing Chiou, P.R. Krishna, Hiroshi Kamaya, Issaku Ueda. Alcohols dehydrate lipid membranes: an infrared study on hydrogen bonding. Biochimica et Biophysica Acta (BBA) - Biomembranes 1992, 1110 (2) , 225-233. https://doi.org/10.1016/0005-2736(92)90363-Q
    16. Jang-Shing Chiou, Tsuneo Tatara, Seiji Sawamura, Yoshiroh Kaminoh, Hiroshi Kamaya, Akira Shibata, Issaku Ueda. The α-helix to β-sheet transition in poly(l-lysine): Effects of anesthetics and high pressure. Biochimica et Biophysica Acta (BBA) - Protein Structure and Molecular Enzymology 1992, 1119 (2) , 211-217. https://doi.org/10.1016/0167-4838(92)90394-S
    17. Ikuko Tsukamoto, Satoshi Yokono, Yoichi Shirakawa, Hiroyuki Kinoshita, Hisao Komatsu, Mayuki Aibiki, Kenji Ogli. Interactions between volatile anesthetics and dipalmitoyl phosphatidylcholine liposomes as studied by fluorometry with a thiacarbocyanine dye. Journal of Anesthesia 1992, 6 (1) , 38-44. https://doi.org/10.1007/s0054020060038
    18. Akira Shibata, Kiyo Morita, Takuya Yamashita, Hiroshi Kamaya, Issaku Ueda. Anesthetic–Protein Interaction: Effects of Volatile Anesthetics on the Secondary Structure of Poly(L-lysine). Journal of Pharmaceutical Sciences 1991, 80 (11) , 1037-1041. https://doi.org/10.1002/jps.2600801108
    19. Jang-Shing Chiou, Chih-Chu Kuo, Sheng H. Lin, Hiroshi Kamaya, Issaku Ueda. Interfacial dehydration by alcohols: hydrogen bonding of alcohols to phospholipids. Alcohol 1991, 8 (2) , 143-150. https://doi.org/10.1016/0741-8329(91)91323-T
    20. Kohsuke Fukushima, Hiroshi Kamaya, Issaku Ueda. High Pressure and Anesthesia: Compressibility, Molal Volume, and Partial Molal Volume of Volatile Anesthetics. Journal of Pharmaceutical Sciences 1990, 79 (10) , 893-896. https://doi.org/10.1002/jps.2600791010
    21. Tadayoshi Yoshida, Keijiro Taga, Hirofumi Okabayashi, Hiroshi Kamaya, Issaku Ueda. Proton flow along lipid bilayer surfaces: effect of halothane on the lateral surface conductance and membrane hydration. Biochimica et Biophysica Acta (BBA) - Biomembranes 1990, 1028 (1) , 95-102. https://doi.org/10.1016/0005-2736(90)90270-X
    22. Jang-Shing Chiou, Shao-Mu Ma, Hiroshi Kamaya, Issaku Ueda. Anesthesia Cutoff Phenomenon: Interfacial Hydrogen Bonding. Science 1990, 248 (4955) , 583-585. https://doi.org/10.1126/science.2159183
    23. Yeong-Shou Tsai, Shao-Mu Ma, Shinya Nishimura, Issaku Ueda. Infrared spectra of phospholipid membranes: interfacial dehydration by volatile anesthetics and phase transition. Biochimica et Biophysica Acta (BBA) - Biomembranes 1990, 1022 (2) , 245-250. https://doi.org/10.1016/0005-2736(90)90120-D
    24. Hans Brockerhoff, Jesmael Zingoni, Susan Brockerhoff. Mechanism of anesthesia: Anesthetics may restructure the hydrogen belts of membranes. Neurochemistry International 1990, 17 (1) , 15-19. https://doi.org/10.1016/0197-0186(90)90062-X
    25. Akihiro Yoshino, Tadayoshi Yoshida, Kensuke Takahashi, Issaku Ueda. Anesthetic effect on interfacial water: A 2H-NMR study of water-in-oil reversed micelles. Journal of Colloid and Interface Science 1989, 133 (2) , 390-394. https://doi.org/10.1016/S0021-9797(89)80047-5
    26. Akihiro Yoshino, Tadayoshi Yoshida, Kensuke Takahashi. 2 H NMR study of the behaviour of water in a reversed micellar system. Hydrogen bond breaking and clathrate formation by an inhalation anaesthetic. Magnetic Resonance in Chemistry 1989, 27 (4) , 344-347. https://doi.org/10.1002/mrc.1260270409
    27. Issaku Ueda. Anesthesia: An interfacial phenomenon. Colloids and Surfaces 1989, 38 (1) , 37-48. https://doi.org/10.1016/0166-6622(89)80141-6
    28. Hans Brockerhoff, Susan Brockerhoff, Lynda L. Box. Mechanism of anesthesia: The potency of four derivatives of octane corresponds to their hydrogen bonding capacity. Lipids 1986, 21 (6) , 405-408. https://doi.org/10.1007/BF02534936
    29. D. Chapman, F. M. Goñi. Physical Properties. Optical And Spectral Characteristics. 1986, 385-447. https://doi.org/10.1007/978-1-4899-2905-1_9
    30. René Buchet, Camille Sandorfy, Tina L. Trapane, Dan W. Urry. Infrared spectroscopic studies on gramicidin ion-channels: relation to the mechanisms of anesthesia. Biochimica et Biophysica Acta (BBA) - Biomembranes 1985, 821 (1) , 8-16. https://doi.org/10.1016/0005-2736(85)90147-6
    31. René Buchet, Camille Sandorfy. The effect of anesthetics on hydrogen bonds An infrared study at low anesthetic concentrations. Biophysical Chemistry 1985, 22 (4) , 249-254. https://doi.org/10.1016/0301-4622(85)80047-8
    32. Chester E. Orzech, Frederick Q. Gemmill. Halothane. 1985, 597-617. https://doi.org/10.1016/S0099-5428(08)60592-4
    33. Tadayoshi Yoshida, Hirofumi Okabayashi, Kensuke Takahashi, Issaku Ueda. A proton nuclear magnetic resonance study on the release of bound water by inhalation anesthetic in water-in-oil emulsion. Biochimica et Biophysica Acta (BBA) - Biomembranes 1984, 772 (1) , 102-107. https://doi.org/10.1016/0005-2736(84)90522-4
    34. C. Sandorfy, R. Buchet, P. Hobza, P. Ruelle. Theoretical and experimental studies of biologically important hydrogen bonds. Journal of Molecular Structure: THEOCHEM 1984, 107 , 251-256. https://doi.org/10.1016/0166-1280(84)80063-9
    35. C. Sandorfy, R. Buchet, P. Mercier. Investigations on Biologically Important Hydrogen Bonds. 1984, 563-570. https://doi.org/10.1007/978-94-009-6490-7_28
    36. H. Brockerhoff. Anesthetics may restructure the hydrogen belts of membranes. Lipids 1982, 17 (12) , 1001-1003. https://doi.org/10.1007/BF02534599
    37. P. Ruelle, C. Sandorfy. Electrostatic potential around halogenated anesthetics. Acidic hydrogen; chlorine vs. fluorine. International Journal of Quantum Chemistry 1982, 22 (4) , 691-707. https://doi.org/10.1002/qua.560220404
    38. Ginette Trudeau, Jean-Max Dumas, Paul Dupuis, Maurice Guérin, Camille Sandorfy. Intermolecular interactions and anesthesia: Infrared spectroscopic studies. 1980, 91-125. https://doi.org/10.1007/3-540-10058-X_9
    39. Thérèse Di Paolo, Lemont B. Kier, Lowell H. Hall. Molecular Connectivity Study of Halocarbon Anesthetics. Journal of Pharmaceutical Sciences 1979, 68 (1) , 39-42. https://doi.org/10.1002/jps.2600680114
    40. C. Sandorfy, G. Trudeau. Infrared Studies on Anesthetic Compounds. 1979, 319-324. https://doi.org/10.1007/978-94-009-9412-6_24
    41. R. H. Davies, R. D. Bagnall, W. Bell, W. G. M. Jones. The hydrogen bond proton donor properties of volatile halogenated hydrocarbons and ethers and their mode of action in anaesthesia. International Journal of Quantum Chemistry 1976, 10 (S3) , 171-185. https://doi.org/10.1002/qua.560100720
    42. C. Sandorfy. On the Anesthetic Potency of Fluorocarbons, their Ionization Potentials, and their Dissociative Effect on Hydrogen Bonds. 1976, 529-533. https://doi.org/10.1007/978-94-010-1837-1_32
    43. Richard D. Cramer. Chapter 31: Quantitative Drug Design. 1976, 301-310. https://doi.org/10.1016/S0065-7743(08)61415-3
    44. T. DI PAOLO, C. SANDORFY. ChemInform Abstract: HYDROGEN BOND BREAKING POTENCY OF FLUOROCARBON ANESTHETICS. Chemischer Informationsdienst 1974, 5 (47) https://doi.org/10.1002/chin.197447478

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    You’ve supercharged your research process with ACS and Mendeley!

    STEP 1:
    Click to create an ACS ID

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    MENDELEY PAIRING EXPIRED
    Your Mendeley pairing has expired. Please reconnect