In silico investigation on molecular modeling of tyramine and its deprotonated form

• Published in: Computational and theoretical chemistry 2023-08, Vol.1226, p.114190, Article 114190
• Main Authors: Kushal, M., Yadav, S., Yadav, T., Vishwkarma, A.K., Bhushan, S., Kumar, R., Yadav, R.V., Tripathi, Pankaj K.
• Format: Article
• Language: English
• Subjects: DFT; Hydrogen removal; NBO; Themodynamics; Tyramine
• ISSN: 2210-271X
• DOI: 10.1016/j.comptc.2023.114190

[Display omitted] •Molecular modeling of tyramine and its deprotonated form have been performed at DFT.•Vibrational spectra of deprotonated form of tyramine have been computed.•NBO analysis of tyramine and its deprotonated form has been performed.•HOMO-LUMO analysis has been done. The present investigation covers structural, thermodynamics and vibrational spectroscopic study of tyramine neurotransmitter and its deprotonated form in the gas phase. The ab initio calculations on both the tyramine and its deprotonated form have been performed at DFT/B3LYP/6-31++G(d,p) level in order to optimize the electronic structures and computation of vibrational frequencies. Besides, the computed frequencies of tyramine and its deprotonated form have been compared with the experimentally reported IR and Raman frequencies which showed that most of the vibrational frequencies are in well agreement with earlier reported data. We have also documented the effect of hydrogen removal from the site of oxygen atom on the theoretically computed vibrational frequencies and geometrical parameters of tyramine. To explore the transition profile frontier bond orbitals energies have been computed. Moreover, natural bond orbital (NBO) calculations have also been performed to ensure stability of optimized electronic structures of tyramine and its deprotonated form.