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Article
Ab initio investigation of interactions between models of local anesthetics and receptor: Complexes involving amine, phosphate, amide, Na+, K+, Ca2+, and Cl–
Journal of Pharmaceutical Sciences
  • Milan Remko
  • Steve Scheiner, Utah State University
Document Type
Article
Publication Date
4-1-1988
Publisher
Wiley-Blackwell
DOI
10.1002/jps.2600770404
Disciplines
Abstract

Ab initio molecular orbital methods are used to study the interactions between models of local anesthetic molecules and the putative receptors within the nerve membrane: phospholipids and lipoproteins. The tertiary amine terminus of local anesthetics was modeled by ionized and un-ionized trimethylamine, while phosphate monoanion and formamide emulated the appropriate portions of the receptor. The protonated amine forms a very strong complex with the phosphate anion in which the charge is transferred to the phosphate. While somewhat weaker than this, the complex involving the amine (in either its ionized or un-ionized state) and peptide is considerably stronger than interpeptide H bonds, suggesting the anesthetic can disrupt the normal H-bond patterns in a protein. On the other hand, such interactions must compete with the rather tight binding of the anesthetic with the Na+, K+, Ca2+ and Cl– ions present in vivo.

Comments

http://onlinelibrary.wiley.com/doi/10.1002/jps.2600770404/abstract

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Published by Wiley-Blackwell in Journal of Pharmaceutical Sciences.

Citation Information
Milan Remko and Steve Scheiner. "Ab initio investigation of interactions between models of local anesthetics and receptor: Complexes involving amine, phosphate, amide, Na+, K+, Ca2+, and Cl–" Journal of Pharmaceutical Sciences Vol. 77 Iss. 4 (1988) p. 304 - 308
Available at: http://works.bepress.com/steve_scheiner/257/