Density-functional theory studies on standard electrode potentials of half reaction for L-adrenaline and adrenalinequinone

Bioorg Med Chem Lett. 2005 Nov 1;15(21):4671-80. doi: 10.1016/j.bmcl.2005.07.084.

Abstract

DFT (B3LY/6-31G(d) and B3PW91/6-31G(d)) calculations are performed for L-adrenaline and adrenalinequinone. The calculated IR spectrum of L-adrenaline is used for the assignment of IR frequencies that are observed in the experimental IR spectrum. Cyclic voltammetry with a platinum electrode of L-adrenaline solutions in phosphate buffers at pH 1 shows that standard electrode potential of half reaction for L-adrenaline and adrenalinequinone is 0.803 V. Standard electrode potential of half reaction for L-adrenaline and adrenalinequinone is calculated using the energies of solvation and the sum of electronic and thermal free energies of L-adrenaline and adrenalinequinone.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Electrochemistry*
  • Electrodes
  • Epinephrine / analogs & derivatives*
  • Epinephrine / chemistry*
  • Models, Molecular*
  • Quinones / chemistry*
  • Solvents
  • Spectrophotometry, Infrared
  • Thermodynamics

Substances

  • Quinones
  • Solvents
  • adrenalinequinone
  • Epinephrine