Angular Dependence of the Interaction between the N-Lone Pair of Amines and a Proton: Relevance to Drug-Receptor Systems

Document Type

Article

Journal/Book Title

Journal of Pharmaceutical Sciences

Publication Date

1984

Publisher

Wiley

Volume

73

Issue

3

First Page

389

Last Page

392

Abstract

Ab initio molecular orbital calculations with a 4-31G basis set have been performed to study the angular dependence of the interaction energy between a lone electron pair of nitrogen and a proton. In this study ammonia and trimethylamine were used as models of biologically active amines. A proton was used as a model of an electrophilic site at the receptor. Results obtained confirm previous indications that the energy required to bend the proton from the lone pair direction decreases markedly as the two species are further separated from one another. Implications regarding the interactions of drugs and hormones at specific receptors are discussed.

Comments

Originally published by Wiley in the Journal of Pharmaceutical Sciences.

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