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Title: Computer simulations of local anesthetic mechanisms: Quantum chemical investigation of procaine

Abstract

A description at the atomic level of detail of the interaction between local anesthetics, lipid membranes and membrane proteins, is essential for understanding the mechanism of local anesthesia. The importance of performing computer simulations to decipher the mechanism of local anesthesia is discussed here in the context of the current status of understanding of the local anesthetics action. As a first step towards accurate simulations of the interaction between local anesthetics, proteins, lipid and water molecules, here we use quantum mechanical methods to assess the charge distribution and structural properties of procaine in the presence and in the absence of water molecules. The calculations indicate that, in the absence of hydrogen-bonding water molecules, protonated procaine strongly prefers a compact structure enabled by intramolecular hydrogen bonding. In the presence of water molecules the torsional energy pro?le of procaine is modified, and hydrogen bonding to water molecules is favored relative to intra-molecular hydrogen bonding.

Authors:
 [1];  [2];  [3];  [4]
  1. ORNL
  2. University of California, Irvine
  3. German Cancer Research Center, Heidelberg
  4. Institute of Atomic Physics, Bucharest Roumania
Publication Date:
Research Org.:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE Laboratory Directed Research and Development (LDRD) Program
OSTI Identifier:
950810
DOE Contract Number:  
DE-AC05-00OR22725
Resource Type:
Journal Article
Resource Relation:
Journal Name: Romanian Reports in Physics; Journal Volume: 59; Journal Issue: 2
Country of Publication:
United States
Language:
English
Subject:
08 HYDROGEN; ANESTHESIA; ANESTHETICS; BONDING; CHARGE DISTRIBUTION; COMPUTERIZED SIMULATION; HYDROGEN; LIPIDS; MEMBRANE PROTEINS; MEMBRANES; PROCAINE; PROTEINS; WATER

Citation Formats

Smith, Jeremy C, Bondar, A.N., Suhai, Sandor, and Frangopol, P.T. Computer simulations of local anesthetic mechanisms: Quantum chemical investigation of procaine. United States: N. p., 2007. Web.
Smith, Jeremy C, Bondar, A.N., Suhai, Sandor, & Frangopol, P.T. Computer simulations of local anesthetic mechanisms: Quantum chemical investigation of procaine. United States.
Smith, Jeremy C, Bondar, A.N., Suhai, Sandor, and Frangopol, P.T. Thu . "Computer simulations of local anesthetic mechanisms: Quantum chemical investigation of procaine". United States. doi:.
@article{osti_950810,
title = {Computer simulations of local anesthetic mechanisms: Quantum chemical investigation of procaine},
author = {Smith, Jeremy C and Bondar, A.N. and Suhai, Sandor and Frangopol, P.T.},
abstractNote = {A description at the atomic level of detail of the interaction between local anesthetics, lipid membranes and membrane proteins, is essential for understanding the mechanism of local anesthesia. The importance of performing computer simulations to decipher the mechanism of local anesthesia is discussed here in the context of the current status of understanding of the local anesthetics action. As a first step towards accurate simulations of the interaction between local anesthetics, proteins, lipid and water molecules, here we use quantum mechanical methods to assess the charge distribution and structural properties of procaine in the presence and in the absence of water molecules. The calculations indicate that, in the absence of hydrogen-bonding water molecules, protonated procaine strongly prefers a compact structure enabled by intramolecular hydrogen bonding. In the presence of water molecules the torsional energy pro?le of procaine is modified, and hydrogen bonding to water molecules is favored relative to intra-molecular hydrogen bonding.},
doi = {},
journal = {Romanian Reports in Physics},
number = 2,
volume = 59,
place = {United States},
year = {Thu Feb 01 00:00:00 EST 2007},
month = {Thu Feb 01 00:00:00 EST 2007}
}