An examination of the relationship between molecular dipole moment and blood-gas partition for common anaesthetic gases. Issue 30 (16th July 2021)

• Record Type: Journal Article
• Authors: Martins, Francisco A.; Freitas, Matheus P.
• Is Part Of: Organic & biomolecular chemistry. Volume 19:Issue 30(2021)
• Page Start: 6665
• Page End: 6670
• Publication Date: 2021-07-16
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob01067k
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The overall molecular dipole moments calculated for some common fluorinated anaesthetics correlate with the respective blood-gas partition. This finding may aid the design of novel last-generation anaesthetics. Abstract : The solubility of inhalational anaesthetics in the bloodstream is related to the minimum alveolar concentration (MAC), which is an indicator of anaesthetic gas potency. The blood-gas partition coefficient ( K bg ) is a measure of how much anaesthetics bind to plasma proteins in the blood compared to air. Just like the octanol–water partition coefficient, the K bg may be related to the molecular dipole moment ( μ ), which can be modulated by the molecular conformation. Our quantum-chemical calculations demonstrated that subtle stereoelectronic interactions, namely those responsible for the anomeric and gauche effects, control the conformational equilibrium of some widely used volatile fluorinated anaesthetics and, consequently, of their molecular dipole moments. Since a remarkable correlation between empirical K bg and calculated μ was found for these anaesthetics, the average molecular dipole moments may be used to predict the anaesthetic gas potency and other properties, such as lipid solubility, of inhalational anaesthetic analogs.