Literature values for the gas-phase basicity (GB) and proton affinity (PA) of glutamic acid range from 216 to 224 kcal/mol (GB) and 218 to 241 kcal/mol (PA). In this paper, a high-level theoretical study aimed at resolving the apparent disagreement among the experimental values is presented. Hartree-Fock, MP2, and DFT calculations with lar ge basis sets were carried out on the neutral and protonated forms of glutamic acid. Nine protonated and 21 neutral conformers were located at the HF/3-21G and B3LYP/6-31+G** levels with full geometry optimization and characterization of stationary points. The energetics were subsequently reevaluated at the MP2(full)/6-311 + G(2d,p)//B3LYP/6-31 + G** level. Thermodynamic data in the harmonic approximation were obtained at the B3LYP/6-31+G**: level. This data was used to estimate the gas-phase distribution of conformers at 298 K, The lowest energy structures of protonated and neutral glutamic acid both exhibit cyclic structures due to the formation of intramolecular hydrogen bonds. The calculated PA and GB are 224.4 and 214.4 kcal/mol, respectively. It is shown that, when certain empirical corrections for the entropy of cyclization are omitted and appropriate adjustments are made to thermodynamic scales, the GB and gas-phase PA values reported here are in excellent agreement with a variety of previous experimental measurements.