화학공학소재연구정보센터
Journal of Physical Chemistry A, Vol.119, No.44, 10946-10958, 2015
Tautomers of Gas-Phase Erythrose and Their Interconversion Reactions: Insights from High-Level ab Initio Study
D-Erythrose is a C-4 monosaccharide with a biological and potential astrobiological relevance. We have investigated low-energy structures of D-erythrose and their interconversion in the gas phase with the highest-level calculations up-to-date. We have identified a number of structurally distinct furanose and open-chain isomers and predicted alpha <-> alpha and beta <-> beta furanose interconversion pathways involving the O-H rotamers. We have estimated relative Gibbs free energies of the erythrose species based on the CCSD(T)/aug-cc-pVTZ electronic energies and MP2/aug-cc-pVTZ vibrational frequencies. By using natural bond orbital theory we have also quantified a stabilization of erythrose conformers and interconversion transition states by intramolecular H-bonds.