Abstract
Abstract β-Carboline anhydro-bases generally have a large positive topological resonance energy although they apparently disobey the rule of topological charge stabilization (TCS rule). π-Electron densities and molecular geometries calculated at the STO-3G+ level support the view that the dipolar aromatic structure contributes appreciably to the stability of β-carboline anhydro-bases. However, these molecules are still worse in energy than the isomeric β-carbolines. Protonated anhydro-bases or β-carbolinium ions conform to the TCS rule. All biogenic β-carboline anhydro-bases must be protonated in living organisms.
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